Cascade Michael/aldol/rearrangement between phenacylmalononitriles and maleimides: highly diastereoselective access to functionalized bicyclic cyclopentenes containing a CN-substituted all-carbon quaternary center-Reference-Cited by-同舟云学术

Cascade Michael/aldol/rearrangement between phenacylmalononitriles and maleimides: highly diastereoselective access to functionalized bicyclic cyclopentenes containing a CN-substituted all-carbon quaternary center

Published:2022 Issue:9 Volume:9 Page:2390-2395
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Gao Li¹,Li Gaihui¹,Li Xiaokang¹,Zhang Guoshun¹^ORCID,Zhang Min¹,Li Qingshan¹²,Ban Shurong¹^ORCID

Affiliation:

1. School of Pharmacy, Shanxi Medical University, Taiyuan 030001, China

2. Shanxi Key laboratory of Chronic Inflammatory Targeted Drugs, Shanxi University of Traditional Chinese Medicine, Jinzhong, Shanxi, 030619, China

Abstract

A highly diastereoselective approach towards the synthesis of quaternary center-containing cyclopentenes was developed. The tandem Michael/aldol/rearrangement processes occurred under mild reaction conditions.

Funder

Shanxi Provincial Key Research and Development Project

National Natural Science Foundation of China

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/QO/D1QO01762D

Reference33 articles.

1. A Conia‐Ene‐Type Cyclization under Basic Conditions Enables an Efficient Synthesis of (−)‐Lycoposerramine R

2. N-Heterocyclic carbene-catalyzed enantioselective synthesis of functionalized cyclopentenes via α,β-unsaturated acyl azoliums