4-苯氧恶唑烷-2- 1和异吲哚-1- 1;n -取代1,3-二烯Diels-Alder反应的手性助剂。

Helena McAlonan, James P. Murphy, M. Nieuwenhuyzen, K. Reynolds, P. K. Sarma, P. Stevenson, N. Thompson
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引用次数: 28

摘要

由3-甲基异吲哚-1- 1,4 -异丙基-和4-苯基氯唑烷-2- 1衍生的末端n取代二烯与一系列活化的亲二酚发生diols - alder反应。所报道的反应完全是区域选择性和内选择性的,在大多数报道的病例中,非对映异构体的过量相对于辅助物的好到好。为了使这些反应的立体化学结果合理化,已经建立了一个模型。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
4-Phenyloxazolidin-2-ones and isoindolin-1-ones; chiral auxiliaries for Diels-Alder reactions of N-substituted 1,3-dienes.
Terminally N-substituted dienes derived from 3-methylisoindolin-1-one, 4-isopropyl- and 4-phenyloxazolidin-2-one undergo Diels–Alder reaction with a range of activated dienophiles. The reactions reported are completely regio- and endo-selective, with the diastereoisomeric excess with respect to the auxiliary good to excellent in most of the cases reported. A model has been developed for rationalising the stereochemical outcome of these reactions.
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