Oxidative cyclizations: The asymmetric synthesis of (-)-allialcol A

被引:86
作者
Mihelcic, J [1 ]
Moeller, KD [1 ]
机构
[1] Washington Univ, Dept Chem, St Louis, MO 63130 USA
关键词
D O I
10.1021/ja048085h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A tandem anodic coupling-Friedel-Crafts alkylation strategy has been used to rapidly complete the asymmetric synthesis of alliacol A. The anodic oxidation reaction allowed for the generation of a new bond between two nucleophiles. In the synthesis, the absolute stereochemistry of the final natural product is set relative to a methyl group that is incorporated early in the sequence using an asymmetric Michael reaction.
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页码:9106 / 9111
页数:6
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