Organocatalytic asymmetric synthesis of benzothiazolopyrimidines via a [4 + 2] cycloaddition of azlactones with 2-benzothiazolimines-Reference-Cited by-同舟云学术

Organocatalytic asymmetric synthesis of benzothiazolopyrimidines via a [4 + 2] cycloaddition of azlactones with 2-benzothiazolimines

Published:2021 Issue:20 Volume:8 Page:5705-5709
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Ke Chaoqi¹^ORCID,Liu Zhenzhong¹^ORCID,Ruan Sai¹^ORCID,Feng Xiaoming¹^ORCID,Liu Xiaohua¹^ORCID

Affiliation:

1. Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China

Abstract

A chiral guanidine-catalyzed [4 + 2] cycloaddition of 2-benzothiazolimines with azlactones characterized by a high yield, ee, and dr and a broad substrate scope has been developed. Gram-scale synthesis and derivatization of the product revealed the potential of utility.

Funder

Data Center of Management Science, National Natural Science Foundation of China - Peking University

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D1QO00948F

Reference47 articles.

1. Amidines, isothioureas, and guanidines as nucleophilic catalysts

2. Enantioselective Catalysis by Chiral Isothioureas

3. Synthesis of Heterocycles by isothiourea organocatalysis