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Enantioselective Construction of Functionalized Cyclopentanes by a Relay Ring-Closing Metathesis and Chiral Amine (Thio)urea-Promoted Michael Addition

Yinan Zhang, Xixi Song, Xiaobei Chen, Aiguo Song, Shilei Zhang, Wei Wang*

*Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131-0001, USA, Email: wwangunm.edu

Y. Zhang, X. Song, X. Chen, A. Song, S. Zhang, W. Wang, Synthesis, 2014, 46, 2601-2607.

DOI: 10.1055/s-0034-1378321 (free Supporting Information)



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Abstract

A relay strategy, in which ring-closing metathesis and bifunctional chiral amine (thio)urea-catalyzed Michael­ addition reactions proceed in a one-pot fashion, offers an alternative approach to the synthesis substituted cyclopentanes in good yields and good enantioselectivities.

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Key Words

cyclopentanes, Michael additions, organocatalysis, ring closure, cross metathesis


ID: J66-Y2014