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Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 6, Issue 3, 2009

Page: [224 - 228] Pages: 5

DOI: 10.2174/157017809787893046

Price: $65


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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