Jump to main content
Jump to site search

Issue 21, 2020
Previous Article Next Article

Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives

Author affiliations

Abstract

An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-benzothiazolimines with azlactones has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20 : 1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines bearing adjacent tertiary and quaternary stereogenic centers.

Graphical abstract: Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives

Back to tab navigation

Supplementary files

Article information


Submitted
28 Jan 2020
Accepted
11 Feb 2020
First published
11 Feb 2020

Chem. Commun., 2020,56, 3155-3158
Article type
Communication

Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives

Q. Ni, X. Wang, F. Xu, X. Chen and X. Song, Chem. Commun., 2020, 56, 3155
DOI: 10.1039/D0CC00736F

Social activity

Search articles by author

Spotlight

Advertisements