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Route to ?-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.

ABSTRACT: A versatile and general catalytic strategy has been developed for the ?-arylation of phosphonoacetates utilizing parallel microscale experimentation. These ?-substituted phosphonoacetates are widely useful, notably as substrates in the Horner-Wadsworth-Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocyclic examples.

SUBMITTER: VanGelder KF

PROVIDER: S-EPMC4612770 | biostudies-literature | 2015 Oct

REPOSITORIES: biostudies-literature

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Route to α-Aryl Phosphonoacetates: Useful Synthetic Precursors in the Horner-Wadsworth-Emmons Olefination.

VanGelder Kelsey F KF Wang Melinda M Kozlowski Marisa C MC

The Journal of organic chemistry 20151003 20

A versatile and general catalytic strategy has been developed for the α-arylation of phosphonoacetates utilizing parallel microscale experimentation. These α-substituted phosphonoacetates are widely useful, notably as substrates in the Horner-Wadsworth-Emmons-type olefinations. However, the current routes to these products involve harsh conditions, limiting the variety of functionality. The reported method can be used with a variety of aryl chlorides and aryl bromides, including several heterocy ...[more]

PMID: 26405824

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