H. Krawczyk, Lukasz Albrecht
Apr 28, 2009
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Journal
ChemInform
Abstract
SYNTHESIS 2008, No. 24, pp 3951–3956xx.xx.2008 Advanced online publication: 01.12.2008 DOI: 10.1055/s-0028-1083242; Art ID: Z19308SS © Georg Thieme Verlag Stuttgart · New York Abstract: A general and efficient method for the preparation of 2diethoxyphosphoryl-6-oxohexanoates is presented. This approach is based on the Michael addition of [2-(1,3-dioxolan-2-yl)ethyl]magnesium bromide to various 3-substituted tert-butyl (E)-2-(diethoxyphosphoryl)alk-2-enoates as a key step. Application of the 2diethoxyphosphoryl-6-oxohexanoates obtained in the intramolecular Horner–Wadsworth–Emmons reaction for the preparation of 5substituted tert-butyl cyclopent-1-enecarboxylates is also reported.