4.4 Article

Recent development of vinylogous Mukaiyama aldol reactions

Journal

TETRAHEDRON LETTERS
Volume 59, Issue 2, Pages 77-88

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.11.056

Keywords

Vinylogous Mukaiyama aldol reaction; Polyketide; Stereoselective synthesis; Silyl dienolate; Natural product synthesis

Funding

  1. NOVARTIS Foundation (Japan) for the Promotion of Science
  2. Kurata Memorial Hitachi Science and Technology Foundation
  3. Naito Foundation
  4. Sumitomo Foundation
  5. MEXT, Japan

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The vinylogous Mukaiyama aldol reaction (VMAR) is a powerful tool of polyketide synthesis, which constructs a large size structure by simultaneous introduction of the stereogenic center(s) and the alpha,beta-unsaturated carbonyl group. A variety of stereocontrolled VMARs have been developed and applied to natural product synthesis. This review is focused on recent development of the vinylogous Mukaiyama aldol reaction using s-trans silyl dienolates. (C) 2017 Elsevier Ltd. All rights reserved.

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