1438428-70-6Relevant articles and documents
Organocatalytic enantioselective aza-Michael addition of purine bases to α,β-unsaturated ketones
Wu, Hao,Tian, Zhiqing,Zhang, Lili,Huang, Yaodong,Wang, Yongmei
supporting information, p. 2977 - 2984 (2013/01/15)
The first organocatalytic enantioselective aza-Michael addition of purine bases to α,β-unsaturated ketones has been developed, affording Michael adducts in moderate to high yields (up to 96% yield) and high to excellent enantioselectivities (up to >99% ee). A wide range of α,β-unsaturated ketones including aliphatic and aromatic enones are tolerated in this process, generally demonstrating good reactivity, regioselectivity and enantioselectivity. The aromatic α,β-unsaturated ketones showing quite low reactivity in the reported catalytic systems, were first successfully employed as Michael acceptors in this transformation, yielding high enantioselectivities (up to 94% ee). The utility of this method was also applied for the synthesis of enantioenriched non-natural nucleoside analogues with potential biological activities. Copyright