Organocatalytic asymmetric deconjugative Michael additions

被引:44
作者
Bell, Mark [1 ]
Frisch, Kim [1 ]
Anker Jorgensen, Karl [1 ]
机构
[1] Aarhus Univ, Danish Natl Res Fdn, Ctr Catalysis, Dept Chem, DK-8000 Aarhus C, Denmark
关键词
D O I
10.1021/jo060759e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The organocatalytic allylic C-C bond-forming addition of activated alkylidenes to acrolein has been achieved with good yield and regio- and enantioselectivity. Chiral tertiary amines in the form of cinchona alkaloid catalysts are used to give allyl intermediates that exhibit unusual alpha-selectivity in the C-C bond-forming step. The products are transformed into a large range of intermediates that are difficult to access via alternative methods, using different oxidative and reductive protocols.
引用
收藏
页码:5407 / 5410
页数:4
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