| 固-液相转移催化合成V.醛亚胺的michael加成和羰基加成反应合成α-氨基 酸 |
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| 引用本文： | 邬胜德,周昌友,刘桂兰,邓润华,蒋耀忠. 固-液相转移催化合成V.醛亚胺的michael加成和羰基加成反应合成α-氨基 酸[J]. 化学学报, 1987, 45(10): 997-1001 |
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| 作者姓名： | 邬胜德 周昌友 刘桂兰 邓润华 蒋耀忠 |
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| 作者单位： | 中国科学院成都有机化学研究所 |
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| 摘 要： | 报道了在以K~2CO~2为固体碱的固-液相转移催化条件下,用醛亚胺与亲电的 烯烃和醛类化合物进行Michael加成,羰基加成反应,合成了一系列醛亚胺亲核加成产物.并通过水解羰基加成产物制备了一系列丝氨酸衍生物.该法简便,温和,反应时间短,产率高,是合成具有取代基的甘氨酸,丙氨酸和丝氨酸及其酯的一种有用方法.
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| 关 键 词： | 氨基酸 水解 烯烃 碳酸钾 相转移催化 丙氨酸 醛 加成反应 甘氨酸 丝氨酸 |
Solid-liquid phase transfer catalytic synthesis V. Michael addition , carbonyl addition reactions of aldimines for the synthesis of a-amino acids |
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| WU SHENGDE,ZHOU CHANGYOU,LIU GUILAN,DENG RUNHUA,JIANG YAOZHONG. Solid-liquid phase transfer catalytic synthesis V. Michael addition , carbonyl addition reactions of aldimines for the synthesis of a-amino acids[J]. Acta Chimica Sinica, 1987, 45(10): 997-1001 |
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| Authors: | WU SHENGDE ZHOU CHANGYOU LIU GUILAN DENG RUNHUA JIANG YAOZHONG |
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| Abstract: | Michael addition of 4-R1C6H4CH:NCHR2CO2R3 (I; R1 = H, Cl; R2 = H, Me; R3 = Me, Et) with R4CH:CHR5 (R4 = H, Ph; R5 = CO2Me, cyano), PhCH2NEt3Cl, K2CO3 in MeCN gave 4-R1C6H4CH:NCR2(CO2R3)CHR4CH2R5. Addition reaction of I (R1 = Cl, R2 = H, Me, R3 = Me, Et) with R6CHO (R6 = H, Ph, 4-ClC6H4, 4-O2NC6H4) gave oxazolidines II, hydrolysis of which gave R6CH(OH)CR2(NH2)CO2H. |
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| Keywords: | AMINO ACID HYDROLYSIS ALKENE POTASSIUM CARBONATE PHASE TRANSFER CATALYSIS ALANINE ALDEHYDES ADDITION REACTION GLYCINE SERINE |
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