DIASTEREOSELECTIVE [2,3] WITTIG REARRANGEMENT OF CARBOHYDRATE-DERIVED TERTIARY ALLYLIC ETHERS .1. SYNTHESIS OF THE C-11 C-18 SUBUNIT OF HERBIMYCIN A FROM D-GLUCOSE

被引：18

作者：

ESHELMAN, JE ^{[1
]}

EPPS, JL ^{[1
]}

KALLMERTEN, J ^{[1
]}

机构：

[1] SYRACUSE UNIV,DEPT CHEM,SYRACUSE,NY 13244

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 05期

关键词：

D O I：

10.1016/0040-4039(93)89002-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reductive fragmentation of the D-glucose derived iodopyranose 7 and diastereoselective [2,3] Wittig rearrangement of the resulting tertiary allylic ether affords trisubstituted olefin 19, comprising the C-11-C18 segment of the benzoquinoid ansamycin herbimycin A.

引用

页码：749 / 752

页数：4

共 25 条

[1]

Adams MH, 1941, J BIOL CHEM, V140, P653

[2] THE TOTAL SYNTHESIS OF (+)-MACBECIN-I [J].