THE STEREOCHEMICALLY CONTROLLED SYNTHESIS OF SPIROCYCLIC ETHERS AND LACTONES WITH MEDIUM-SIZED (7-MEMBERED, 8-MEMBERED, AND 12-MEMBERED) CARBOCYCLIC RINGS BY PHENYLTHIO MIGRATION - 1-OXASPIRO[4.N]ALKANES AND ALKAN-2-ONES WITH N = 6, 7, AND 11

被引：4

作者：

CHIBALE, K

HARTLEY, RC

JENKINS, KP

SIMONS, M

WARREN, S

RICHARDS, IC

机构：

[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND

[2] SCHERING AGROCHEM LTD,SAFFRON WALDEN CB10 1XL,ESSEX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 42期

关键词：

D O I：

10.1016/S0040-4039(00)61701-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Methyl-4-phenylthio-1-oxaspiro[4.6]undecanes, [4.7]dodecanes, [4.11]hexadecanes and the corresponding 2-ones (lactones) can be made from cyclohepta-, octa-, and dodecanone by chain extension to the 2-phenylthio-carbaldehyde, stereoselective aldol reaction and stereospecific phenylthio migration with control over the relative (3,4-syn or anti) and absolute (R or S at positions 3 and 4) stereochemistry.

引用

页码：6783 / 6786

页数：4

共 20 条

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