Diastereoselective synthesis of (2S,5R)-5-hydroxypipecolic acid and 6-substituted derivatives

被引:39
作者
Botman, PNM
Dommerholt, FJ
de Gelder, R
Broxterman, QB
Schoemaker, HE
Rutjes, FPJT
Blaauw, RH
机构
[1] Chiralix BV, NL-6503 CB Nijmegen, Netherlands
[2] Radbound Univ, IMM, NL-6525 ED Nijmegen, Netherlands
[3] DSM Res BV, Life Sci Adv Synt Catalysis & Dev, NL-6160 MD Geleen, Netherlands
关键词
D O I
10.1021/ol047774v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a diastereoselective synthesis of the natural product (2S,5R)-5-hydroxypipecolic acid and 6-substituted derivatives thereof. The key step in the synthetic sequence is a novel highly diastereoselective epoxidation reaction of an enantiomerically pure cyclic enamide intermediate.
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页码:4941 / 4944
页数:4
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