Enantioselective assembly of substituted dihydropyrones via organocatalytic reaction in water media.

Enantioselective assembly of substituted dihydropyrones via organocatalytic reaction in water media.
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DOI:
10.1021/ol800835m
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发表时间:
2008-05
期刊:
影响因子:
5.2
通讯作者:
Jing Wang;Fanglei Yu;Xiaojing Zhang;D. Ma
Jing Wang;Fanglei Yu;Xiaojing Zhang;D. Ma
中科院分区:
化学1区
文献类型:
--
作者:
Jing Wang;Fanglei Yu;Xiaojing Zhang;D. Ma

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二芳基脯氨醇醚/HOAc催化的醛和α-酮-α,β-不饱和酯的Michael加成和环化级联反应在水中顺利进行,得到环状半缩醛,其被氧化得到高度官能化的3,4,5,6-四取代二氢吡喃酮,具有优异的对映选择性。
The diarylprolinol ether/HOAc-catalyzed cascade Michael addition and cyclization of aldehydes and alpha-keto-alpha,beta-unsaturated esters proceeds smoothly in water to afford cyclic hemiacetals, which are oxidized to furnish highly functionalized 3,4,5,6-tetrasubstituted dihydropyrones with excellent enantioselectivities.