CONTROL OF STEREOCHEMISTRY BY SULFOXIDE CHIRALITY IN DIELS-ALDER REACTIONS OF 1-METHOXY-3-ALKYLSULFINYLBUTADIENES

被引：39

作者：

ADAMS, H

JONES, DN

AVERSA, MC

BONACCORSI, P

GIANNETTO, P

机构：

[1] UNIV SHEFFIELD,DEPT CHEM,SHEFFIELD S3 7HF,S YORKSHIRE,ENGLAND

[2] UNIV MESSINA,DIPARTIMENTO CHIM ORGAN & BIOL,I-98166 MESSINA,ITALY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 40期

关键词：

D O I：

10.1016/0040-4039(93)85076-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cycloadditions of methyl acrylate to (RS)- and (SS)-(E)-3-[(1S)-isobornyl-10-sulfinyl]-1-methoxy-buta-1,3-dienes in dichloromethane, catalysed by lithium perchlorate or zinc chloride, proceeded with complete regioselectivity and high stereoselectivity. Chirality at sulfur controlled diastereofacial selectivity.

引用

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页码：6481 / 6484

页数：4

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