REACTIVITY AND SELECTIVITY IN LEWIS-ACID-CATALYZED DIELS-ALDER REACTIONS OF 2-CYCLOHEXENONES

被引:32
作者
FRINGUELLI, F [1 ]
MINUTI, L [1 ]
PIZZO, F [1 ]
TATICCHI, A [1 ]
机构
[1] UNIV PERUGIA,DIPARTIMENTO CHIM,VIA ELCE SOTTO 8,I-06100 PERUGIA,ITALY
来源
ACTA CHEMICA SCANDINAVICA | 1993年 / 47卷 / 03期
关键词
D O I
10.3891/acta.chem.scand.47-0255
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The reactivity, regioselectivity, endo-exo diastereoselectivity and diastereofacial selectivity of the Lewis-acid-catalyzed Diels-Alder reactions of 2-cyclohexenones are discussed. The syn-anti diastereofacial selectivity of the cycloadditions is interpreted in terms of a unifying stereoelectronic pathway and conformational effects.
引用
收藏
页码:255 / 263
页数:9
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