Efficient direct asymmetric vinylogous Michael addition reactions of gamma-butenolides to chalcones catalyzed by vicinal primary-diamine salts.
Efficient direct asymmetric vinylogous Michael addition reactions of gamma-butenolides to chalcones catalyzed by vicinal primary-diamine salts.
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DOI：
10.1039/b923925a
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发表时间：
2010-03
影响因子：
4.9
通讯作者：
Junfeng Wang;Chao Qi;Z. Ge;T. Cheng;Runtao Li
中科院分区：
文献类型：
--
作者：
Junfeng Wang;Chao Qi;Z. Ge;T. Cheng;Runtao Li
以手性1，2-二氨基环己烷为催化剂，通过二亚胺过渡态，首次发展了γ-丁烯内酯与查尔酮的直接有机催化不对称乙烯基Michael加成反应，得到了高产率、高非对映选择性和对映选择性的顺式Michael加成产物（产率高达78%，dr>99：1，ee> 96%）。
The first direct organocatalytic asymmetric vinylogous Michael addition reactions of gamma-butenolides to chalcones have been developed by using chiral 1,2-diaminocyclohexane as a novel organocatalyst via a di-iminium transition state to provide syn-Michael products with good yields, high diastereoselectivities and enantioselectivities (up to 78% yield, >99 : 1 dr and 96% ee).