Allyl Silane Additions to Highly Electrophilic 5,6-Dihydro-2H-1,4- oxazinones

Author(s): Cynthia M. Shafer, Julie Pigza, Tadeusz F. Molinski.

Journal Name: Letters in Organic Chemistry

Volume 6 , Issue 3 , 2009

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Abstract:

Allylsilane addition to the dihydro-2H-1,4-oxazinones, 1, proceeded in moderate to good yields with transdiastereoselectivity. The yield of addition reactions of 5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one with allylsilanes is improved over the corresponding additions of Grignard reagents to 1 and illustrates a simple path to protected β,β- disubstituted α-amino acids.

Keywords: Imine, amino acid, oxazinone, morpholinone

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Article Details

VOLUME: 6
ISSUE: 3
Year: 2009
Page: [224 - 228]
Pages: 5
DOI: 10.2174/157017809787893046
Price: $65

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