硫脲催化的 3-磺酰基-3'-吲哚基-2-氧吲哚与丙二酸酯的对映选择性加成：(-)-蜡梅宁、(-)-番荔枝宁和(+)-夏佛塔辛的形式全合成。
Thiourea-Catalyzed Enantioselective Malonate Addition onto 3-Sulfonyl-3'-indolyl-2-oxindoles: Formal Total Syntheses of (-)-Chimonanthine, (-)-Folicanthine, and (+)-Calycanthine.
机构信息
Department of Chemistry , IISER Bhopal , Bhopal Bypass Road , Bhauri, Bhopal 462 066 , Madhya Pradesh , India.
出版信息
Org Lett. 2018 Oct 19;20(20):6327-6331. doi: 10.1021/acs.orglett.8b02327. Epub 2018 Oct 9.
PMID:30299963
Abstract
A general approach to bispyrroloindolines via a key thiourea-catalyzed addition of malonates to 3-sulfonyl-3'-indolyl-2-oxindoles is reported. The enantioselelective process is found to be highly effective (up to 94% ee), where a C-C bond formation leads to the synthesis of a number of 2-oxindoles with an all-carbon quaternary stereocenter.
摘要
本文报道了一种通过关键的硫脲催化丙二酸盐与 3-磺酰基-3'-吲哚基-2-氧吲哚的加成反应来合成双吡咯并吲哚啉的通用方法。该对映选择性过程被发现非常有效（高达 94%ee），其中 C-C 键的形成导致了许多具有全碳季立体中心的 2-氧吲哚的合成。
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