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Letter

α,β-Epoxy Vinyl Triflates in Pd-Catalyzed Reactions

Supporting Info

Kana Yamamoto and Clayton H. Heathcock*

Department of Chemistry, University of California, Berkeley, Berkeley, California, 94720-1460

Org. Lett., 2000, 2 (12), pp 1709–1712

DOI: 10.1021/ol000064e

Publication Date (Web): May 17, 2000

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, chh@steroid.cchem.berkeley.edu

Abstract

Reactions of steroidal α,β-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd⁰ into the C−O bond, giving vinylpalladium 12, is faster than formation of the π-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.

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Published In Issue June 15, 2000
Received March 23, 2000

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Letter

α,β-Epoxy Vinyl Triflates in Pd-Catalyzed Reactions

Abstract

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History

Recommend & Share

Related Content

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