Issue 18, 2009

Enantioselective synthesis of Anomala osakanapheromone and Janus integerpheromone: a flexible approach to chiral γ-butyrolactones

Abstract

The enantioselective synthesis of Anomala osakanapheromone and Janus integerpheromone has been achieved without using any protecting groups. The synthesis involved using an asymmetric alkynylation to obtain γ-hydroxy-α,β-acetylenic esters with high ee (84%) and yields (∼80%), followed by selective hydrogenation and lactonization in high overall yields (87% and 89%).

Graphical abstract: Enantioselective synthesis of Anomala osakanapheromone and Janus integerpheromone: a flexible approach to chiral γ-butyrolactones

Supplementary files

Article information

Article type
Communication
Submitted
21 May 2009
Accepted
21 Jul 2009
First published
31 Jul 2009

Org. Biomol. Chem., 2009,7, 3663-3665

Enantioselective synthesis of Anomala osakanapheromone and Janus integerpheromone: a flexible approach to chiral γ-butyrolactones

L. Lin, Q. Zhao, A. Li, F. Ren, F. Yang and R. Wang, Org. Biomol. Chem., 2009, 7, 3663 DOI: 10.1039/B909418K

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