Issue 93, 2015

Enantioselective sp3 C–H alkylation of γ-butyrolactam by a chiral Ir(i) catalyst for the synthesis of 4-substituted γ-amino acids

Abstract

Ir-catalyzed sp3 C–H alkylation of γ-butyrolactam with alkenes was used for the highly enantioselective synthesis of 5-substituted γ-lactams, which were readily converted into chiral 4-substituted γ-amino acids. A broad scope of alkenes was amenable as coupling partners, and the alkylated product using acrylate could be transformed into the key intermediate of pyrrolam A synthesis.

Graphical abstract: Enantioselective sp3 C–H alkylation of γ-butyrolactam by a chiral Ir(i) catalyst for the synthesis of 4-substituted γ-amino acids

Supplementary files

Article information

Article type
Communication
Submitted
25 Aug 2015
Accepted
21 Sep 2015
First published
21 Sep 2015

Chem. Commun., 2015,51, 16660-16663

Author version available

Enantioselective sp3 C–H alkylation of γ-butyrolactam by a chiral Ir(I) catalyst for the synthesis of 4-substituted γ-amino acids

Y. Tahara, M. Michino, M. Ito, K. S. Kanyiva and T. Shibata, Chem. Commun., 2015, 51, 16660 DOI: 10.1039/C5CC07102J

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