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Article

Alkynyliodonium Salts in Organic Synthesis. Application to the Preparation of the Tricyclic Core of (±)-Halichlorine

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Ken S. Feldman,* Angela L. Perkins, and Katherine M. Masters

Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802

J. Org. Chem., 2004, 69 (23), pp 7928–7932

DOI: 10.1021/jo0487911

Publication Date (Web): October 21, 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.

, ksf@chem.psu.edu

Abstract

The tricyclic core of halichlorine has been synthesized through the use of an alkynyliodonium salt/alkylidenecarbene/1,5 C−H insertion sequence that sets the pivotal quaternary center in the target.

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Published In Issue November 12, 2004
Received July 15, 2004

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Article

Alkynyliodonium Salts in Organic Synthesis. Application to the Preparation of the Tricyclic Core of (±)-Halichlorine

Abstract

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History

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Related Content

Aloperine: Stereocontrolled Synthesis of Two Stereoisomers and Determination of Absolute Configuration

Guanidines as a Nitrogen Source for Direct Conversion of Epoxides to Aziridines

Synthesis of Functionalized 1-Azaspirocyclic Cyclopentanones Using Bronsted Acid or N-Bromosuccinimide Promoted Ring Expansions

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