Metal-Free Synthesis of Oxazinones and Their Reductive Ring Opening to Provide Cyclopropyl Carbinols

被引：4

作者：

Craig, Alexander J. ^{[1
]}

Hawkins, Bill C. ^{[1
]}

机构：

[1] Univ Otago, Dept Chem, Dunedin, New Zealand

来源：

SYNTHESIS-STUTTGART | 2017年 / 49卷 / 09期

关键词：

heterocycles; ring opening; ring closure; reduction; cyclopropane; TETRASUBSTITUTED CONJUGATED ENYNES; DONOR-ACCEPTOR CYCLOPROPANES; HOMOALLYLIC ALCOHOLS; EFFICIENT SYNTHESIS; CARBON-MONOXIDE; REARRANGEMENT; CYCLOADDITION; CYCLIZATION; CONSTRUCTION; PIPERIDINES;

D O I：

10.1055/s-0036-1588748

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

General routes for the synthesis of 1,3-oxazin-4-ones are discussed, with particular attention paid to recent developments in the field. The syntheses of amine functionalised cyclopropyl carbinols via a hydride-mediated reduction of various 5-chloroethyl-1,3-oxazin-4-enones in moderate to good yield are disclosed. This new method provides an opportunity to access greater structural diversity within these useful synthetic building blocks.

引用

页码：1955 / 1968

页数：14

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