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

被引：2

作者：

Shafer, Cynthia M. ^{[3
]}

Pigza, Julie ^{[1
]}

Molinski, Tadeusz F. ^{[1
,2
]}

机构：

[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA

[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA

[3] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

LETTERS IN ORGANIC CHEMISTRY | 2009年 / 6卷 / 03期

基金：

美国国家科学基金会;

关键词：

Imine; amino acid; oxazinone; morpholinone; ALPHA-AMINO-ACIDS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC SYNTHESES; MARINE SPONGE; ALKYLATION; POLYPEPTIDES; DERIVATIVES; TEMPLATES; CATALYSTS;

D O I：

10.2174/157017809787893046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allylsilane addition to the dihydro-2H-1,4-oxazinones, 1, proceeded in moderate to good yields with trans-diastereoselectivity. 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 disubstituted alpha-amino acids.

引用

页码：224 / 228

页数：5

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