HIGHLY STEREOSELECTIVE ACCESS TO 2,4-SUBSTITUTED AND 2,4,5-SUBSTITUTED TETRAHYDROFURANS FROM ALPHA-SILYLACETIC ESTERS - A STUDY OF HOMOALLYLIC STEREOCONTROL

被引：25

作者：

ANDREY, O ^{[1
]}

LANDAIS, Y ^{[1
]}

机构：

[1] UNIV LAUSANNE,INST CHIM ORGAN,CH-1005 LAUSANNE,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 52期

关键词：

D O I：

10.1016/S0040-4039(00)61352-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cis-2,4- and cis-cis-2,4,5-substituted tetrahydrofurans have been prepared stereoselectively using electrophile-mediated cyclization of beta-hydroxyhomoallylsilanes, readily available from alpha-silylacetic esters.

引用

页码：8435 / 8438

页数：4

共 40 条

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[7] BEDFORD SB, 1992, TETRAHEDRON LETT, V33, P6507
[8] IODINE-INDUCED CYCLIZATIONS OF (E)-3-HYDROXY-5-ALKENOATES AND (Z)-3-HYDROXY-5-ALKENOATES - STEREOSELECTIVE APPROACHES TO TRISUBSTITUTED TETRAHYDROFURANS
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[9] SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS
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[10] HOMOCHIRAL 2,5-DISUBSTITUTED 3-FLUOROTETRAHYDROFURANS CARRYING DIFFERENTLY FUNCTIONALIZED RING APPENDAGES
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