A SYNTHESIS OF C1-C22 FRAGMENT OF THE IMMUNOSUPPRESSANT FK-506 - STEREOSELECTIVE CONSTRUCTION OF (E)-TRISUBSTITUTED DOUBLE-BOND (C19-C20) VIA ESTER-ENOLATE CLAISEN REARRANGEMENT

被引：17

作者：

MORIMOTO, Y ^{[1
]}

MIKAMI, A ^{[1
]}

KUWABE, S ^{[1
]}

SHIRAHAMA, H ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC SCI,DEPT CHEM,SAPPORO,HOKKAIDO 060,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 25期

关键词：

FK-506; IMMUNOSUPPRESSIVE AGENT; (E)-TRISUBSTITUTED DOUBLE BOND; ESTER-ENOLATE CLAISEN REARRANGEMENT; ANTI-SELECTIVE;

D O I：

10.1016/0040-4039(91)80646-N

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An ene-ester 5 prepared from L-malic acid was subjected to the ester-enolate Claisen rearrangement under Ireland's condition to give stereoselectively Cl6-C22 fragment 11 containing (E)-trisubstituted double bond which was further advanced to C1-C22 fragment 2 by sequential coupling with C10-CI5 and Cl-C9 fragments.

引用

页码：2909 / 2912

页数：4

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