Issue 14, 2016

Organocatalyzed enantioselective [3 + 3] annulation for the direct synthesis of conformationally constrained cyclic tryptophan derivatives

Abstract

An enantioselective formal [3 + 3] annulation of 1-methylindoline-2-thiones and 4-arylmethylideneoxazolin-5(4H)-ones has been developed by the use of an L-tert-leucine-derived bifunctional tertiary amine-squaramide catalyst, which furnished a series of optically active conformationally strained β-branched cyclic tryptophan derivatives in acceptable yields with good to excellent diastereo- and enantioselectivities.

Graphical abstract: Organocatalyzed enantioselective [3 + 3] annulation for the direct synthesis of conformationally constrained cyclic tryptophan derivatives

Supplementary files

Article information

Article type
Paper
Submitted
17 Nov 2015
Accepted
14 Jan 2016
First published
18 Jan 2016

RSC Adv., 2016,6, 11602-11608

Author version available

Organocatalyzed enantioselective [3 + 3] annulation for the direct synthesis of conformationally constrained cyclic tryptophan derivatives

L.-L. Wu, Y. Zheng, Y.-M. Wang and Z.-H. Zhou, RSC Adv., 2016, 6, 11602 DOI: 10.1039/C5RA24288F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements