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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