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Org Lett. 2003 Feb 20;5(4):395-8. doi: 10.1021/ol0272848.

Isoxazole --> benzisoxazole rearrangement promoted cascade reactions affording stereodefined polycycles.

Organic letters

Jeffrey W Bode, Hidehiro Uesuka, Keisuke Suzuki

Affiliations

  1. Department of Chemistry, Tokyo Institute of Technology, and CREST, Japan Science and Technology (JST) Corporation, O-okayama, Meguro-ku, Tokyo 152-8551, Japan.

PMID: 12583727 DOI: 10.1021/ol0272848

Abstract

[reaction: see text] A new chemo-, regio-, and stereoselective cascade reaction features a novel isoxazole --> benzisoxazole rearrangement and affords highly functionalized, differentially protected compounds. The products of this reaction are directly converted to a number of complex, structurally diverse polycyclic molecules. These transformations highlight the unique chemistry inherent to readily prepared fused isoxazoles.

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