Stereocontrolled synthesis of (2S*,3R*,4R*)-4-hydroxy-3-methylproline using a silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement

被引:10
作者
Anderson, JC [1 ]
Flaherty, A [1 ]
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 03期
关键词
D O I
10.1039/b007586h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first racemic synthesis of the non-proteinogenic amino acid (2S,3R,4R)-4-hydroxy-3-methylproline (1) has been achieved via iodolactonisation of an unnatural amino acid derivative 4. The relative stereochemistry was derived from an efficient silicon assisted aza-[2,3]-Wittig sigmatropic rearrangement of 2.
引用
收藏
页码:267 / 269
页数:3
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