有機小分子催化MBH碳酸酯的不對稱烯丙基硅醚化反應(yīng)研究
發(fā)布時間：2018-10-30 15:20
【摘要】：烯丙基化合物和各種親核試劑(例如C、N、O、P、S、B等)的不對稱親核取代反應(yīng)是構(gòu)建碳-碳、碳-雜鍵的一種常見方法,該方法在有機合成領(lǐng)域有著重要的應(yīng)用。烯丙基硅化合物是一類重要的有機合成中間體,在半萜類天然產(chǎn)物、藥物以及一些復(fù)雜結(jié)構(gòu)的環(huán)化合物的構(gòu)建中都有著重要的應(yīng)用。不對稱烯丙基醚化反應(yīng)無論是在金屬催化還是小分子催化方面都得到了國內(nèi)外化學(xué)研究者的廣泛關(guān)注。相比之下,含硅的親核試劑(如硅烷和硅醇)在不對稱烯丙基取代反應(yīng)中研究較少。目前,已有三例文章報道不對稱烯丙基硅醚化反應(yīng),且均在金屬催化劑條件下進行。由于過渡金屬催化劑的價格昂貴,反應(yīng)條件苛刻等原因,我們選用反應(yīng)條件溫和,穩(wěn)定性強,對環(huán)境友好的手性金雞納堿作催化劑,對較難控制區(qū)域選擇性的MBH碳酸酯和硅醇的不對稱的烯丙基硅醚化反應(yīng)進行研究。首先,用Ph3SiH作親核試劑和MBH碳酸酯反應(yīng),目標(biāo)產(chǎn)物結(jié)構(gòu)經(jīng)過單晶衍射實驗確定,意外的發(fā)現(xiàn)三苯基硅氧基取代的MBH碳酸酯產(chǎn)物的生成。通過一系列的控制實驗,發(fā)現(xiàn)Ph3SiH在反應(yīng)過程中生成了Ph3SiOH。然后,用Ph3SiOH作親核試劑,對MBH碳酸酯的不對稱烯丙基硅醚化反應(yīng)從催化劑結(jié)構(gòu)、堿的種類、反應(yīng)底物的比例、溶劑、溫度等方面進行了細致的篩選。當(dāng)催化劑(DHQD)2PYR用量為10 mol%,iPr2EtN(1.0 equiv)作堿,溶劑為甲基叔丁基醚(MTBE)在90 oC下反應(yīng)12 h,烯丙基硅醚化合物能夠得到91%的產(chǎn)率,90%的對映選擇性和大于20:1的區(qū)域選擇性。在優(yōu)化的條件下,一系列的芳環(huán)、雜環(huán)、脂肪族MBH碳酸酯(25個化合物)能夠和三苯基硅醇得到中等到高的收率(up to 98%),優(yōu)異的區(qū)域選擇性(20:1)以及好的對映選擇性(up to 92%ee)。當(dāng)Me2PhSiOH作親核試劑時,反應(yīng)也能得到60%的收率和87%的對映選擇性。隨后對產(chǎn)物進行了適當(dāng)?shù)难苌１疚牡难芯抗ぷ魍卣沽擞袡C小分子催化劑在不對稱烯丙基硅醚化反應(yīng)中的應(yīng)用,三苯基硅醇用作水的替代物不僅能夠得到手性醇類的化合物,而且還能得到一系列含硅的手性化合物。文章中新合成的沒有文獻表征過的化合物都進行了1H NMR,13C NMR,HRMS表征,結(jié)構(gòu)完全正確。部分化合物通過培養(yǎng)單晶進行單晶衍射實驗確定化合物結(jié)構(gòu)和手性化合物的絕對構(gòu)型。
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You have the following side: 20 to 20: 00 to 20: 92, and to the other side, E697, B6, 882, and 20 to 20, 89, 89, 82, 82, 80, 89, 82, 80, 89, 82, 80, 89, 82, 82, 80, 89, 82, 80, 89, 82, 82, 80, 89, 82, 80, 89, 82, 82, 80, 8089, 882, and 2CE5E58F8F8D8D8D8D8F8F8D8D8F8F8D8F8D8F8D8F8D8D8D8F8F8D8D8F8D8F8D8D8F8F8D8D8D8F8D8F88F8D8F8F8D8F8F8D8D8F8F8D8F8F8F8D8F8D8F88F8D8D8D8F8D8F8F8F8F8D8F88F8D8F8 84%E5%AF%B9%E6%98%A0%E9%80%89%E6%8B%A9%E6%80%A7.%E9%9A%8F%E5%90%8E%E5%AF%B9%E4%BA%A7%E7%89%A9%E8%BF%9B%E8 % A18CE82222222% A18CE428D 8A784 E784 E719687D, E684E784E8E69687, E684, E794, E69687, right, side by side, right, right. B6E5, B7B7F8C8B5B5B7C7A5B5B5B5B7B7A7B, including the side of B6E582ACE582ACE5%, including the side of B6E5, B5B7B7F7F88B5B5888882A582ACE5%, including B6E590E582ACE5%. 8C8C96E58982, 8C882, E98882, E58889, 8C882, E88889, E589882, and E588889A8889A8889A8889A8888A8889A88889A888C969FBAE783AFB0E78A58FBAE783AFE8A58FBAE7E73AFE58A58FBAE78A58A588E88E888A888 E58F8F8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D88F884F884F884F84F8D88D8D8D8D8D8D8D8D8F8F88F84F88F84F84F84F84F84F84F8D8D8D8D8D8D8D8D8D88F88F88F88F88F88F88F8 94A8E8E4B4N9C8A8E4E4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4A888E4E8888B4B4B4B4B4B4B4B4A8888B4B0B48B4B4B4A88888B4B0B4B4B4B48B4B4B4B4B4 E588B0B0E689, E588B0E689, E588B0E689E689A7, including E8808C8C8C8E8E884, E8808C84E8808C894, E8%, and E88088C894 E8%, including E88808C894 E894 E8%, including E8808C884, E894, E8%, should be held. BF%98%E8%83%BD%E5%BE%97%E5%88%B0%E4%B8%80%E7%B3%BB%E5%88%97%E5%90%AB%E7%A1%85%E7%9A%84%E6%89%8B%E6%80%A7% E5%8C%96%E5%90%88%E7%89%A9.%E6%96%87%E7%AB%A0%E4%B8%AD%E6%96%B0%E5%90%88%E6%88%90%E7%9A%84%E6%B2%A1%E6%9C % 89%E6%96%87%E7%8C%AE%E8%A1%A8%E5%BE%81%E8%BF%87%E7%9A%84%E5%8C%96%E5%90%88%E7%89%A9%E9%83%BD%E8%BF%9B%E8 % A18C8C8CE8C3C13 A8C8C8C8C7E8E584 A81CE7BB8A8A8A8A8NMR8A8NMR8A7E7A8A8A8A8A8A7A8A8A8NRMSE8A8A8A8A7A8A8A7A8A8A7A8A8A7A8A7A8A7A8A7A8A7A8A7A8A7A8A1A1A1A1A1A1A1A1A1A1A1A1A1. E93A83C8C8C8C8C8C8C8C8C8C8C8C8C8C8A983A83A83C8C8C8C8C8A888A88A88A883A83A83C8C8C8C8C8C8A888A89A889 E589E589E589E589E589E589E589 and E588D95E596I and E5888D95E8C96I have the right side. 9BE8A8A18A8E8E8D8E699, E5E9E9AA8C7A1A1AE5E5E8A8DE8D8D8D8E5D8D8E8E5D8E8C96E59088E96E7E7A1A5E5E9A9A8A8A8A8A8D8A8E5D8D8E8E8D8D8D8E6D8C96E59088E96E7E7%. 89A9E9E9E9E5D E5AFB 9% E6 and 9 E84 were about 8Bs.
【學(xué)位授予單位】：河南師范大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O621.251
本文編號：2300376
[Abstract]:% E7%83%AF%E4%B8%99%E5%9F%BA%E5%8C%96%E5%90%88%E7%89%A9%E5%92%8C%E5%90%84%E7%A7%8D%E4%BA%B2%E6%A0%B8%E8%AF % 95%E5%89%82%28%E4%BE%8B%E5%A6%82C%2CN%2CO%2CP%2CS%2CB%E7%AD%89%29%E7%9A%84%E4%B8%8D%E5%AF%B9%E7%A7%B0%E4%BA%B2 % E6A0A0B8B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 8B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 8B _ 8B _ 5B _ 5B _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5b _ 5B _ 5B _ 5b _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B _ 5B % E6%9D%82%E9%94%AE%E7%9A%84%E4%B8%80%E7%A7%8D%E5%B8%E8%A7%81%E6%96%B9%E6%B3%95%2C%E8%AF%A5%E6%96%B9%E6 % B3%95%E5%9C%A8%E6%9C%89%E6%9C%BA%E5%90%88%E6%88%90%E9%A2%86%E5%9F%9F%E6%9C%89%E7%9D%80%E9%87%8D%E8%A6%81 % E79A8A8A8.8. the side of E79A89F899FBAE799E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E599E590888E73AF8A88A5908885 and the side of E73B8A8A5908885, including E73B8A8A59088I, including the side of E7 B880E78DE8D8DE8D8D8D8D8D8D8D8D8D8DE8D8D8D8D8DE8D8D8D8D8D8D8D8DE8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8DE8D8D8D8D8D8D8D8D8DE8D8D 2CE58C9C9A8D8D8D8A8A8A8A8A8D8D8A8A8A8D8D8A8A8A8A8A8A8D8D8A8A8A8A8D8D8D8A8A8A8A8A88D8D8A8D8A8A8A88D8A8D8A8A8D8A8A8A8A8A9A8A9A9A9A8888D8D8D8A8A8A8A8D8A8A8A8A8 E58F8F8A8A9A, E58F8F8A8A, E58F8F8A8A8E88F8A8A8A84E78D8D8D8A84E784 E78D88D8D88E8B, including E5A88D8D8E8A8E78E784 E78D88D8D8E8A8B, including E5A88D8D8E8B and E88A8D8A8E8A8A8E88E8E88E88E8 A9 E79A8, including A9, E790, and A9, E7, 9A9, and A9, E7, 7, 9, and 8, the right side, right, right. 94%A8.%E4%B8%8D%E5%AF%B9%E7%A7%B0%E7%83%AF%E4%B8%99%E5%9F%BA%E9%86%9A%E5%8C%96%E5%8F%8D%E5%BA%94%E6%97%A0 % E8%AE%BA%E6%98%AF%E5%9C%A8%E9%87%91%E5%B1%9E%E5%82%AC%E5%8C%96%E8%BF%98%E6%98%AF%E5%B0%8F%E5%88%86%E5%AD % 90%E5%82%AC%E5%8C%96%E6%96%B9%E9%9D%A2%E9%83%BD%E5%BE%97%E5%88%B0%E4%BA%86%E5%9B%BD%E5%86%85%E5%A4%96%E5 8C8C8C9A96E58A8C9A9B 9B584 E6885 E7B3A880885 E7B3A88088E7B6B6B6A7B6A7B6A7B6A7B7A7A7B7A7A7B7B7B8B8A8A8A8AF% and E79B8B8E6AF% and E79B8B8B8E6AF% should be included in the center of the unit, including E79B8B8E6AF%. 94E4B9B9C8C8A8A8A8A8A88A88A88B9B9B9B9B9B9B9B9B9B9B98B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B9B98B9B9B98B9B9B9B9 85E73B73B, 82CE7A, 82C7A, 82C7A, 85E73B, 83C7A, 85E73B, 83C7A, 82C7A, 85E73B, 82C7A, 82C7A, 82C7A, 82C78C, 82C7A, 82C7A, 82C78C, 82C7A, 82C7A, 82C7A, 82C7A, 82C7A, 82C7A, 82CE77A, E5%8F%96%E4%BB%A3%E5%8F%8D%E5%BA%94%E4%B8%AD%E7%A0%94%E7%A9%B6%E8%BE%83%E5%B0%91.%E7%9B%AE%E5%89%8D%2C%E5 % B7%B2%E6%9C%89%E4%B8%89%E4%BE%8B%E6%96%87%E7%AB%A0%E6%8A%A5%E9%81%93%E4%B8%8D%E5%AF%B9%E7%A7%B0%E7%83%AF % E4%B8%99%E5%9F%BA%E7%A1%85%E9%86%9A%E5%8C%96%E5%8F%8D%E5%BA%94%2C%E4%B8%94%E5%9D%87%E5%9C%A8%E9%87%91%E5 % B19E9E9E8C968E8C968D8B8B8B8B8B8B8B8B8B88B8B8B8B88B8B882E59B 8C96B and E8E8B9B 8B8B9B1B8B8B 8B8B 8B 8B 8B 8b 8B 8B 8B 8I have the right side of the battery, including the head of the bank, the head of the bank. 87E6B8A1, E9991, E51and E8B52B52B52B52B52B52B52B52B52B52B52B52B52B52B52B52B52B52B52C52C52C52C52C52C52C52C52C52C2C52C2C2C2C2C52C2C2C2C2C2B4B4B4B4B4B52C22C2C2B52C2C2 E58F8F8D8D9D1, including E58F8F8D9D1, including E58F8F8F8E58889E5888E58E58E588B8B8B8B8B9B8B8B8D9D1, including E4BBA1and E4BBAC8ACE9%, including E4BBACE9%. 80899E789E78F8D8DE5, including the following: he was right, right. BA%2C%E5%AF%B9%E7%8E%AF%E5%A2%83%E5%8F%8B%E5%A5%BD%E7%9A%84%E6%89%8B%E6%80%A7%E9%87%91%E9%B8%A1%E7%BA%B3% E7A2B1, E582B1, E582B1B1, E58A9C1B1, E58A9B1B1, and E58A9C9B1, E58C9B1, E588C882, and E588C88C88C58C58C58C58C58C58C58C58C58C58C88E58B5 9F9F9F9F9F9E98F98F98F98F98F9F98F98F98F98F98F98F98F98F98F98E98E98E98E98A98A98A98A98A98A98E7E7E7E98E9808c8E7E7E78A98E9E98088A98A98A98E98E98A88E78A98A988A98A98 E4B88D8D8D8D8D8D8D8D8D8D8D8D8D8D8D88D88D8A78D88D88D88A88D88D88A78A88D88D78A78A88D78A88D78A88D78A78A88A8A88A8A88A88A88A788A88A88A88A888A88A88A88A88A88A88A8 94%E8%BF%9B%E8%A1%8C%E7%A0%94%E7%A9%B6.%E9%A6%96%E5%85%88%2C%E7%94%A8Ph3SiH%E4%BD%9C%E4%BA%B2%E6%A0%B8%E8%AF%95 % E5%89%82%E5%92%8CMBH%E7%A2%B3%E9%85%B8%E9%85%AF%E5%8F%8D%E5%BA%94%2C%E7%9B%AE%E6%A0%87%E4%BA%A7%E7%89%A9%E7 % BB%93%E6%9E%84%E7%BB%8F%E8%BF%87%E5%8D%95%E6%99%B6%E8%A1%8D%E5%B0%84%E5%AE%9E%E9%AA%8C%E7%A1%AE%E5%AE%9A % 2C%E6%84%8F%E5%A4%96%E7%9A%84%E5%8F%91%E7%8E%B0%E4%B8%89%E8%8B%AF%E5%9F%BA%E7%A1%85%E6%B0%A7%E5%9F%BA%E5 % 8FF 8F 8F 8F 8B / h 8F 8F 8F 985 E789A789 E9889 E9885 E7885 E7888A788E78E788A789A789A789A789A789A789A788E78888E7885888888888A788A789A789A789A788E7 9AE8E8BF88BF880E7B3, including the side of E78E8E08SiH%, E78E8E8E8E88E88E88E88E88E88E888B88B3F91E78E8E8E8E8E8E8E8E8E8E8E8E8E88E88B3F91E78E8E0B0F91E78E8E8E8E88B8B3F91E78E0B0F91E78E0H% E5%9C%A8%E5%8F%8D%E5%BA%94%E8%BF%87%E7%A8%8B%E4%B8%AD%E7%94%9F%E6%88%90%E4%BA%86Ph3SiOH.%E7%84%B6%E5%90%8E%2C%E7 % 94%A8Ph3SiOH%E4%BD%9C%E4%BA%B2%E6%A0%B8%E8%AF%95%E5%89%82%2C%E5%AF%B9MBH%E7%A2%B3%E9%85%B8%E9%85%AF%E7%9A%84%E4%B8 % 8D%E5%AF%B9%E7%A7%B0%E7%83%AF%E4%B8%99%E5%9F%BA%E7%A1%85%E9%86%9A%E5%8C%96%E5%8F%8D%E5%BA%94%E4%BB%8E%E5 % 82%AC%E5%8C%96%E5%89%82%E7%BB%93%E6%9E%84%2C%E7%A2%B1%E7%9A%84%E7%A7%8D%E7%B1%BB%2C%E5%8F%8D%E5%BA%94%E5 % BA%95%E7%89%A9%E7%9A%84%E6%AF%94%E4%BE%8B%2C%E6%BA%B6%E5%89%82%2C%E6%B8%A9%E5%BA%A6%E7%AD%89%E6%96%B9%E9 % 9DA2A2E88A1C, including the side of BF9DA2E88A1I, including BF9DA2E888A1, BF9A2E888A1, BF9A2E888A8, BF2, A2E88A8, BF7A2E88A8, BF2, A2E88A8, BF2, 96E5898228DHQD92PYR7, right, right. E4B8B _ 8B _ 8B _ 8B _ 8F _ 9B _ 8F _ 9B _ _ _ and _ _ _ 941220h2C83F2C83B899, including the following aspects: E883FI, E883F899, E590, E589, E789, 889, E789, 890, 889, E789, 889, and E883F73F899, right, right. 97E588B0911D, including the head of the bank, E588B091I, the head of the bank, E68E78A9E98E990A025E7872E990A025E7882, E790A025E782, including the head of BAE788B091, and the side of B7E78A9E9E980A7E5%, including the side of B7E78C90A08E78E78E78E780A780A7 E5%. 92%8C%E5%A4%A7%E4%BA%8E20%3A1%E7%9A%84%E5%8C%BA%E5%9F%9F%E9%80%89%E6%8B%A9%E6%80%A7.%E5%9C%A8%E4%BC%98%E5%8C % 96%E7%9A%84%E6%9D%A1%E4%BB%B6%E4%B8%8B%2C%E4%B8%80%E7%B3%BB%E5%88%97%E7%9A%84%E8%8A%B3%E7%8E%AF%2C%E6%9D % 82%E7%8E%AF%2C%E8%84%82%E8%82%AA%E6%97%8FMBH%E7%A2%B3%E9%85%B8%E9%85%AF%2825%E4%B8%AA%E5%8C%96%E5%90%88%E7%89 % A9%29%E8%83%BD%E5%A4%9F%E5%92%8C%E4%B8%89%E8%8B%AF%E5%9F%BA%E7%A1%85%E9%86%87%E5%BE%97%E5%88%B0%E4%B8%AD % E7%AD%89%E5%88%B0%E9%AB%98%E7%9A%84%E6%94%B6%E7%8E%87%28up%20to%2098%25%29%2C%E4%BC%98%E5%BC%82%E7%9A%84%E5%8C % BA%E5%9F%9F%E9%80%89%E6%8B%A9%E6%80%A7%2820%3A1%29%E4%BB%A5%E5%8F%8A%E5%A5%BD%E7%9A%84%E5%AF%B9%E6%98%A0%E9 8089E6B8B8B728upm: 8089B8B8B728up. you have the right side of your charge, including the following: 882%. You have the following side: 20 to 20: 00 to 20: 92, and to the other side, E697, B6, 882, and 20 to 20, 89, 89, 82, 82, 80, 89, 82, 80, 89, 82, 80, 89, 82, 82, 80, 89, 82, 80, 89, 82, 82, 80, 89, 82, 80, 89, 82, 82, 80, 8089, 882, and 2CE5E58F8F8D8D8D8D8F8F8D8D8F8F8D8F8D8F8D8F8D8D8D8F8F8D8D8F8D8F8D8D8F8F8D8D8D8F8D8F88F8D8F8F8D8F8F8D8D8F8F8D8F8F8F8D8F8D8F88F8D8D8D8F8D8F8F8F8F8D8F88F8D8F8 84%E5%AF%B9%E6%98%A0%E9%80%89%E6%8B%A9%E6%80%A7.%E9%9A%8F%E5%90%8E%E5%AF%B9%E4%BA%A7%E7%89%A9%E8%BF%9B%E8 % A18CE82222222% A18CE428D 8A784 E784 E719687D, E684E784E8E69687, E684, E794, E69687, right, side by side, right, right. B6E5, B7B7F8C8B5B5B7C7A5B5B5B5B7B7A7B, including the side of B6E582ACE582ACE5%, including the side of B6E5, B5B7B7F7F88B5B5888882A582ACE5%, including B6E590E582ACE5%. 8C8C96E58982, 8C882, E98882, E58889, 8C882, E88889, E589882, and E588889A8889A8889A8889A8888A8889A88889A888C969FBAE783AFB0E78A58FBAE783AFE8A58FBAE7E73AFE58A58FBAE78A58A588E88E888A888 E58F8F8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D8D88F884F884F884F84F8D88D8D8D8D8D8D8D8D8F8F88F84F88F84F84F84F84F84F84F8D8D8D8D8D8D8D8D8D88F88F88F88F88F88F88F8 94A8E8E4B4N9C8A8E4E4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4B4A888E4E8888B4B4B4B4B4B4B4B4A8888B4B0B48B4B4B4A88888B4B0B4B4B4B48B4B4B4B4B4 E588B0B0E689, E588B0E689, E588B0E689E689A7, including E8808C8C8C8E8E884, E8808C84E8808C894, E8%, and E88088C894 E8%, including E88808C894 E894 E8%, including E8808C884, E894, E8%, should be held. BF%98%E8%83%BD%E5%BE%97%E5%88%B0%E4%B8%80%E7%B3%BB%E5%88%97%E5%90%AB%E7%A1%85%E7%9A%84%E6%89%8B%E6%80%A7% E5%8C%96%E5%90%88%E7%89%A9.%E6%96%87%E7%AB%A0%E4%B8%AD%E6%96%B0%E5%90%88%E6%88%90%E7%9A%84%E6%B2%A1%E6%9C % 89%E6%96%87%E7%8C%AE%E8%A1%A8%E5%BE%81%E8%BF%87%E7%9A%84%E5%8C%96%E5%90%88%E7%89%A9%E9%83%BD%E8%BF%9B%E8 % A18C8C8CE8C3C13 A8C8C8C8C7E8E584 A81CE7BB8A8A8A8A8NMR8A8NMR8A7E7A8A8A8A8A8A7A8A8A8NRMSE8A8A8A8A7A8A8A7A8A8A7A8A8A7A8A7A8A7A8A7A8A7A8A7A8A7A8A1A1A1A1A1A1A1A1A1A1A1A1A1. E93A83C8C8C8C8C8C8C8C8C8C8C8C8C8C8A983A83A83C8C8C8C8C8A888A88A88A883A83A83C8C8C8C8C8C8A888A89A889 E589E589E589E589E589E589E589 and E588D95E596I and E5888D95E8C96I have the right side. 9BE8A8A18A8E8E8D8E699, E5E9E9AA8C7A1A1AE5E5E8A8DE8D8D8D8E5D8D8E8E5D8E8C96E59088E96E7E7A1A5E5E9A9A8A8A8A8A8D8A8E5D8D8E8E8D8D8D8E6D8C96E59088E96E7E7%. 89A9E9E9E9E5D E5AFB 9% E6 and 9 E84 were about 8Bs.
【學(xué)位授予單位】：河南師范大學(xué)
【學(xué)位級別】：碩士
【學(xué)位授予年份】：2017
【分類號】：O621.251
【參考文獻】
相關(guān)期刊論文 前1條
1 ;Enantioselective O-allylic alkylation of Morita-Baylis-Hillman carbonates with oxime[J];Science in China(Series B:Chemistry);2009年09期
，本文編號：2300376
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