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Diastereoselective peracid epoxidation: Control of the face selectivity via functional group tuning and proper choice of epoxidation reagent

✍ Scribed by Annika Jenmalm Jensen; Kristina Luthman

Book ID: 104259088
Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 130 KB
Volume: 39
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(98)00393-1

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✦ Synopsis

Peracid epoxidation of la-f with 3-chloroperbenzoic acid (m-CPBA) and trifluoroperacetic acid (CF3CO3H) show different stereoselectivities. The olefins are substituted with two directing groups which are expected to direct the peracid to opposite faces of the alkene. Optimal face selectivities could be achieved by the proper choice of directing groups and epoxidation reagent.

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