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Intramolecular Rhodium-Catalyzed [2+2+2] Cyclizations of Diynes with Enones

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Amanda L. Jones and John K. Snyder*

Center for Chemical Methodology and Library Development, and the Department of Chemistry, Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215

J. Org. Chem., 2009, 74 (7), pp 2907–2910

DOI: 10.1021/jo9001678

Publication Date (Web): March 12, 2009

jsnyder@bu.edu

Abstract

The Rh(I)-catalyzed inter- and intramolecular [2+2+2] cyclization of diynes with α,β-unsaturated enones proceeds with microwave promotion in good yields. This chemistry was applied to the synthesis of (−)-alcyopterosin I.

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Published In Issue April 03, 2009
Article ASAPMarch 12, 2009
Received: January 26, 2009

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Intramolecular Rhodium-Catalyzed [2+2+2] Cyclizations of Diynes with Enones

Abstract

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Total Synthesis of Vinigrol

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Palladium-Catalyzed Enantioselective Addition of Two Distinct Nucleophiles across Alkenes Capable of Quinone Methide Formation

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