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PPh 催化的串联环化反应构建环戊烷并二氢吡唑酮-吡咯烷二酮。

A PPh-catalyzed sequential annulation reaction to construct cyclopentane-fused dihydropyrazolone-pyrrolidinediones.

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Weijin Road 94, Tianjin 300071, China.

出版信息

Org Biomol Chem. 2020 Jul 29;18(29):5577-5581. doi: 10.1039/d0ob00815j.

Abstract

A PPh3-catalyzed sequential cycloaddition of maleimides with unsaturated pyrazolones has been developed. This protocol provides a simple and practical strategy for the construction of dispirocyclopentyl-[dihydropyrazolone-pyrrolidinedione] pyrrolidinedione skeletons containing five contiguous stereogenic centers, including two spiro-quaternary centers, with moderate yields (34-73%) and excellent diastereoselectivities (>20 : 1).

摘要

PPh3 催化马来酰亚胺与不饱和吡唑啉酮的串联环加成反应已被开发。该方案为构建含有五个连续手性中心(包括两个螺季碳中心)的双螺环戊基-[二氢吡唑啉酮-吡咯烷二酮]吡咯烷二酮骨架提供了一种简单实用的策略,产率中等(34-73%),非对映选择性优异(>20:1)。

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