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As unusual substrates for the Tsuji-Trost allylation reaction, allylic fluorides are responsive to palladium-catalyzed substitution. Their activity towards this reaction fits in the series OCO(2)Me>OBz>>F>>OAc. The classic stereoretention mechanism that involves sequential inversions does not operate in this case. Several distinct cases are considered.

Original publication

DOI

10.1002/anie.200804310

Type

Journal article

Journal

Angew Chem Int Ed Engl

Publication Date

2009

Volume

48

Pages

1296 - 1299