Journal
TETRAHEDRON LETTERS
Volume 53, Issue 37, Pages 5000-5003Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.07.019
Keywords
Alkylation; H-Phosphinate; H-Phosphonates; DBU
Categories
Funding
- National Science Foundation [0953368]
- Robert A. Welch Foundation [P-1666]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0953368] Funding Source: National Science Foundation
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The alkylation of alkyl phosphinates and some H-phosphonate diesters is promoted by the base DBU. Only more reactive alkyl halides react in preparatively useful yields. However, the method provides easy access to important H-phosphinate building blocks, without the need for a protecting group strategy or metal catalysts. The reaction is conveniently conducted at, or below, room temperature. The preparation of methyl-H-phosphinate esters is particularly interesting as it avoids the heretofore more common use of methyldichlorophosphine MePCl2. (C) 2012 Elsevier Ltd. All rights reserved.
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