descriptionPublicationkeyboard_double_arrow_right Article , Other literature type 01 May 2004 English Publisher:WileyJournal:ChemInform, volume 35 (issn: 0931-7597, eissn: 1522-2667,

Authors: Duncan J. Wardrop; Wenming Zhang; Chad L. Landrie;

doi: 10.1002/chin.200437202 , 10.1016/j.tetlet.2004.04.028

Stereoselective Nitrenium Ion Cyclizations: Asymmetric Synthesis of the (+)‐Kishi Lactam (I) and an Intermediate (II) for the Preparation of Fasicularin.

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Abstract

The asymmetric synthesis of the (+)-Kishi lactam and an intermediate for the preparation of the marine natural product fasicularin is reported. The keystone of this divergent synthesis is the diastereoselective azaspirocyclization of an N-methoxy γ-arylbutanoamide, which is believed to proceed through the intermediacy of an N-acylnitrenium ion.

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University of Illinois at Urbana Champaign
United States
University of Illinois at Chicago
United States

13 Research products, page 1 of 2

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