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Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction
European Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2021-10-06 , DOI: 10.1002/ejoc.202101106
Amaechi Shedrack Odoh 1 , Louise Aidanpää 1 , Nariyoshi Umekubo 1 , Hiroaki Matoba 1 , Naoki Mori 1 , Yujiro Hayashi 1
Affiliation  

Penta-substituted cyclohexanes were synthesized from α,β-unsaturated aldehydes and α-acetyl-β-aryl-α,β-unsaturated esters in excellent diastereo- and enantioselectivity. Three continuous stereocenters were controlled by diphenylprolinol silyl ether-mediated domino Michael/Michael reaction, followed by epimerization to thermodynamically favored compound.
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中文翻译:

通过二苯基脯氨醇甲硅烷基醚介导的多米诺迈克尔/迈克尔反应不对称合成五取代环己烷

由α,β-不饱和醛和α-乙酰基-β-芳基-α,β-不饱和酯以优异的非对映选择性和对映选择性合成五取代环己烷。三个连续立体中心由二苯基脯氨醇甲硅烷基醚介导的多米诺迈克尔/迈克尔反应控制,然后差向异构化为热力学有利的化合物。
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更新日期:2021-10-06
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