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Silver- and Gold-Catalyzed Intramolecular Rearrangement of Propargylic Alcohols Tethered with Methylenecyclopropanes: Stereoselective Synthesis of Allenylcyclobutanols and 1-Vinyl-3-oxabicyclo[3.2.1.]octan-8-one Derivatives
Journal article   Peer reviewed

Silver- and Gold-Catalyzed Intramolecular Rearrangement of Propargylic Alcohols Tethered with Methylenecyclopropanes: Stereoselective Synthesis of Allenylcyclobutanols and 1-Vinyl-3-oxabicyclo[3.2.1.]octan-8-one Derivatives

Liang-Feng Yao, Yin Wei and Min Shi
Journal of organic chemistry, Vol.74(24), pp.9466-9469
18/12/2009
DOI: https://doi.org/10.1021/jo902261r
PMID: 19916486

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Ag(I)-catalyzed intramolecular reaction of monoarylmethylenecyclopropanes (MCPs) tethered with 1,1,3-triarylprop-2-yn-1-ols provides diastereoselective access to polysubstituted allenylcyclobutanols and the obtained allenylcyclobutanols catalyzed by Au(I) furnish a wide range of bridged bicyclic compounds with a vinyl-substituted quaternary stereogenic center stereo selectively.

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