Diastereo- and enantioselective Aza-MBH-type reaction of nitroalkenes to N-tosylimines catalyzed by bifunctional organocatalysts.
Diastereo- and enantioselective Aza-MBH-type reaction of nitroalkenes to N-tosylimines catalyzed by bifunctional organocatalysts.
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DOI：
10.1021/ol9011458
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发表时间：
2009-07
期刊：
影响因子：
5.2
通讯作者：
X. Wang;Yongfei Chen;Liangfeng Niu;Peng‐Fei Xu
中科院分区：
文献类型：
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作者：
X. Wang;Yongfei Chen;Liangfeng Niu;Peng‐Fei Xu
第一个非对映体和对映体选择性氮杂MBH型反应是通过(1R，2R)-二氨基环己烷硫脲衍生物介导的串联Michael加成和氮杂-亨利反应不对称合成β-硝基-伽马烯胺完成的，产率高(高达95%)，对映体选择性高(高达91%ee)和非对映选择性(高达1：99dR)。
The first example of diastereo- and enantioselective aza-MBH-type reaction was accomplished by the asymmetric synthesis of beta-nitro-gamma-enamines via a (1R,2R)-diaminocyclohexane thiourea derivative mediated tandem Michael addition and aza-Henry reaction in good yields (up to 95%) and high enantioselectivities (up to 91% ee) and diastereoselectivities (up to 1:99 dr).