4.4 Article

Organozinc alkoxide-promoted aldol-Tishchenko reaction of aliphatic aldehydes:: an expedient entry to prepare the α-methylene ketones

Journal

TETRAHEDRON
Volume 61, Issue 22, Pages 5267-5275

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.03.076

Keywords

organozinc alkoxide; aldol-Tishchenko reaction; Tishchenko reaction; 1,3-diol monoester; alpha-methylene ketones

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i-PrOZnEt is an excellent reagent to promote the aldol-Tishchenko reaction of the aliphatic aldehydes tethered with other labile functional groups. The 1,3-diol monoesters 4 were formed as the major products, which could be converted to alpha-methylene ketones 7 in two steps in good yields. (c) 2005 Elsevier Ltd. All rights reserved.

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