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Letter

Trans-Selective Conversions of γ-Hydroxy-α,β-Alkynoic Esters to γ-Hydroxy-α,β-Alkenoic Esters

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Christopher T. Meta and Kazunori Koide*

Department of Chemistry, University of Pittsburgh, 219 Parkman Avenue, Pittsburgh, Pennsylvania 15260

Org. Lett., 2004, 6 (11), pp 1785–1787

DOI: 10.1021/ol0495366

Publication Date (Web): April 29, 2004

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

, koide@pitt.edu

Abstract

γ-Hydroxy-α,β-acetylenic esters are used as precursors to prepare γ-hydroxy-α,β-alkenoic esters by means of trans-selective additions of two hydrogen atoms or one hydrogen atom and one iodine atom across the triple bonds. These methods allow for the preparation of β-substituted and α,β-disubstituted alkenoic esters in highly stereoselective manners.

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Published In Issue May 27, 2004
Received March 11, 2004

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Letter

Trans-Selective Conversions of γ-Hydroxy-α,β-Alkynoic Esters to γ-Hydroxy-α,β-Alkenoic Esters

Abstract

Tools

SciFinder Links

History

Recommend & Share

Related Content

Enantiospecific Total Syntheses of Kapakahines B and F

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