铑（I）催化的源自IMDAF的氧杂双环环加成物的开环反应，作为（±）-表-风信子碱合成中的关键步骤。
Rh(I)-catalyzed ring opening of an IMDAF-derived oxabicyclo cycloadduct as the key step in the synthesis of (+/-)-epi-zephyranthine.
作者信息
Wang Qiu, Padwa Albert
机构信息
Department of Chemistry, Emory University, Atlanta, Georgia 30322, USA.
出版信息
Org Lett. 2004 Jun 24;6(13):2189-92. doi: 10.1021/ol049348f.
PMID:15200317
Abstract
[reaction: see text] A new strategy for epi-zephyranthine has been developed that is based in part on an extraordinarily facile intramolecular Diels-Alder reaction of a 2-imido-substituted furan. By using a Rh(I)-catalyzed ring opening of the resulting oxabicyclic adduct, the cis-diol stereochemistry of epi-zephyranthine was established.
摘要
[反应：见正文] 已开发出一种用于表-风信子碱的新策略，该策略部分基于2-亚氨基取代呋喃的极其容易发生的分子内狄尔斯-阿尔德反应。通过使用铑（I）催化所得氧杂双环加合物的开环反应，确定了表-风信子碱的顺式二醇立体化学。
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