摘要
N 乙氧羰基 ( 4R) 羟基 (S) 脯氨酸甲酯与苯酚的Mitsunobu反应给出N 乙氧羰基 ( 4S) 苯氧基 (S) 脯氨酸甲酯 ,后者经皂化和盐酸水解后得标题氨基酸 .这一化合物 ( 5mol% )对映选择性催化丙酮和取代苯甲醛的羟醛缩合反应 ,产率67.4%～ 89.9% ,ee最高达 76.5 % .
The Mitsunobu reaction of N-ethoxycarbonyl-(4R)-hydroxy-(S)-proline methyl ester with phenol afforded (4S)-phenoxy-(S)-proline methyl. ester, which, after saponification and hydrolysis in hydrochloric acid, gave the title amino acid. This compound (5 mol%) catalyzes aldol reaction of acetone with benzaldehydes enantioselectively in the yields ranging from 67.4% to 89.9%, with the ee up to 76.5%.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2004年第10期1213-1216,共4页
Chinese Journal of Organic Chemistry
基金
江苏省有机合成重点实验室 (No.JSK0 1 5)资助项目
