The oxa-Michael reaction in the synthesis of 5-and 6-membered oxygen-containing heterocycles

被引：51
|
作者：
Ahmad, Tauqir [1 ]
Ullah, Nisar [1 ]
机构：
[1] King Fahd Univ Petr & Minerals, Chem Dept, Dhahran 31261, Saudi Arabia
来源：
ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 06期
关键词：
DOMINO OXA-MICHAEL/1,6-ADDITION REACTIONS; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; CONJUGATE ADDITION; ENANTIOSELECTIVE SYNTHESIS; STEREODIVERGENT SYNTHESIS; CASCADE REACTIONS; CARBOXYLIC-ACIDS; AMINO-ALCOHOLS;
D O I：
10.1039/d0qo01312a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The oxa-Michael reaction (OMR) offers the most effective and straightforward route to the synthesis of a wide range of 5- and 6-membered oxygen-containing heterocycles including tetrahydropyrans, tetrahydrofurans, 1,4 dioxanes, isoxazolidines, isoxazolines, gamma-lactones and related gamma-butenolides. These molecular frameworks are frequently featured in numerous biologically active substances. Moreover, the emergence of organocatalytic asymmetric OMR has empowered access to a variety of diverse oxygen-containing heterocycles in a highly enantio- and/or diastereoselective fashion. This review provides an updated account on the recent advances and applications of OMR in the synthesis 5- and 6-membered monocyclic oxo-heterocycles published in the literature since 2013 to date.
引用
收藏
页码：1329 / 1344
页数：16
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