[1,2]-WITTIG REARRANGEMENT OF A LITHIOALKYL BENZYL ETHER WITH INVERSION OF CONFIGURATION AT THE CARBANION-C ATOM - DIASTEREOSELECTIVE REDUCTIONS OF CYCLOHEXYL RADICALS WITH LI+ ARENE-

被引：25

作者：

HOFFMANN, R ^{[1
]}

RUCKERT, T ^{[1
]}

BRUCKNER, R ^{[1
]}

机构：

[1] UNIV WURZBURG, INST ORGAN CHEM, HUBLAND, W-8700 WURZBURG, GERMANY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 02期

关键词：

D O I：

10.1016/S0040-4039(00)60571-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of the diastereomeric O,Se-ketals cis- or trans-4 with lithium naphthalenide provided, through stereoselective reduction of the radical intermediate 5, the axially lithiated cyclohexyl ether trans-6, trans-6 gave the equatorially benzylated cyclohexanol cis-5 stereoselectively after [1,2]-Wittig rearrangement and aqueous work-up.

引用

页码：297 / 300

页数：4

共 37 条

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