4.4 Article

Ti-catalyzed cross-cyclomagnesiation of 1,2-dienes in the stereoselective synthesis of insect pheromones

Journal

TETRAHEDRON LETTERS
Volume 58, Issue 18, Pages 1755-1757

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2017.03.061

Keywords

Cross-cyclomagnesiation; 1,2-Dienes; Insect pheromones; Grignard reagents

Funding

  1. Russian Foundation for Basic Research [16-33-00378]
  2. RF [MD-6293.2016.3, NSh-6651.2016.3]

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The Ti-catalyzed intermolecular cross-cyclomagnesiation reaction of aliphatic and oxygenated 1,2-dienes with Grignard reagents was used as the key step to develop facile stereoselective methods for preparation of the major components of citrus leafminer moth (Phyllocnistis citrella) pheromones as well as cotton pink bollworm (Pectinophora gossypiella) and fruit fly (Drosophila melanogaster) attractants. (C) 2017 Elsevier Ltd. All rights reserved.

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