双功能有机催化剂催化硝基烯烃与N-甲苯磺酰亚胺的非对映和对映选择性氮杂-MBH型反应。
Diastereo- and enantioselective Aza-MBH-type reaction of nitroalkenes to N-tosylimines catalyzed by bifunctional organocatalysts.
作者信息
Wang Xiao, Chen Yong-Fei, Niu Liang-Feng, Xu Peng-Fei
机构信息
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, PR China.
出版信息
Org Lett. 2009 Aug 6;11(15):3310-3. doi: 10.1021/ol9011458.
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).
非对映和对映选择性氮杂-MBH型反应的首个实例是通过(1R,2R)-二氨基环己烷硫脲衍生物介导的串联迈克尔加成和氮杂亨利反应，以良好的产率（高达95%）、高对映选择性（高达91% ee）和非对映选择性（高达1:99 dr）实现了β-硝基-γ-烯胺的不对称合成。
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