手性催化剂(4R)-苄氧基-(S)-脯氨酸的合成及其对不对称羟醛反应的催化活性  

Synthesis of A Chiral Catalyst for Assymetric Aldol Reaction:(4R)-Benzyloxy-(S)-proline

作　　者：韩玉峰[1] 沈宗旋[1] 蒋虹[1] 张雅文[1] 

机构地区：[1]苏州大学化学化工系江苏省有机合成重点实验室,苏州215006

出　　处：《应用化学》2004年第6期641-643,共3页Chinese Journal of Applied Chemistry

摘　　要：R)-Hydroxy-(S)-proline was N-protected by reaction with di-tert-butyl pyrocarbonate to give N-Boc-(4R)-hydroxy-(S)-proline, which was treated with NaH in anhydrous tetrahydrofuran and followed by etherification with PhCH 2Br to form the N-Boc-(4R)-benzyloxy-(S)-proline, which, after removal of the protecting group with CF 3COOH gave the title compound. As an efficient catalyst for the direct asymmetryic aldol reaction the compound gave products in yield ranged from 58% to 77% with enantiomeric excess up to 88%.R)-Hydroxy-(S)-proline was N-protected by reaction with di-tert-butyl pyrocarbonate to give N-Boc-(4R)-hydroxy-(S)-proline, which was treated with NaH in anhydrous tetrahydrofuran and followed by etherification with PhCH 2Br to form the N-Boc-(4R)-benzyloxy-(S)-proline, which, after removal of the protecting group with CF 3COOH gave the title compound. As an efficient catalyst for the direct asymmetryic aldol reaction the compound gave products in yield ranged from 58% to 77% with enantiomeric excess up to 88%.

关 键 词：羟醛反应 手性催化剂 (4R)-苄氧基-(S)-脯氨酸 合成 

分 类 号：O621.3[理学—有机化学]