Catalytic Enantioselective Birch–Heck Sequence for the Synthesis of Tricyclic Structures with All-Carbon Quaternary Stereocenters

Authors

Andrew T. Krasley
William Paul Malachowski, Bryn Mawr CollegeFollow
Hannah M. Terz
Sabrina Tran Tien

Document Type

Article

Version

Author's Final Manuscript

Publication Title

Organic Letters

Volume

20

Publication Date

2018

Abstract

A new enantioselective desymmetrizing Mizoroki–Heck reaction is reported. The process affords high yields and enantioselectivities of tricyclic structures containing all-carbon quaternary stereocenters. The substrates for the reaction are efficiently synthesized from Birch reduction–alkylation of benzoic acid and benzoate esters.

Citation

Krasley, Andrew T., William P. Malachowski, Hannah M. Terz, and Sabrina Tran Tien. 2018. "Catalytic Enantioselective Birch–Heck Sequence for the Synthesis of Tricyclic Structures with All-Carbon Quaternary Stereocenters." Organic Letters 20.7: 1740–1743. Org. Lett., 2018, 20 (7), pp 1740–1743

DOI

http://doi.org/10.1021/acs.orglett.8b00196