Stereodivergent Synthesis of 1,3-syn- and -anti-Tetrahydropyrimidinones

被引：60

作者：

Morgen, Michael ^{[1
]}

Bretzke, Sebastian ^{[1
]}

Li, Pengfei ^{[1
]}

Menche, Dirk ^{[1
]}

机构：

[1] Heidelberg Univ, Dept Organ Chem, D-69120 Heidelberg, Germany

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 20期

关键词：

C-H AMINATION; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC-SYNTHESIS; REDUCTIVE AMINATION; HETEROCYCLES; DERIVATIVES; CYCLIZATION; COMPLEXES; PALLADIUM; EFFICIENT;

D O I：

10.1021/ol101755m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient protocol for the stereoselective synthesis of 1,3-syn and -anti-tetrahydropyrimidinones (syn- and anti-11a) is reported The modular procedure is based on a stereodivergent cyclization of readily available urea-type substrates (10a) by intramolecular allylic substitution The cyclization proceeds with excellent yield (up to 99%) and selectivity (up to dr > 20:1), purely based on substrate control The product pyrimidines can be readily transformed into the corresponding free syn- and anti-amines

引用

页码：4494 / 4497

页数：4

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