Chiral macrocycle-catalyzed highly enantioselective phenylacetylene addition to aliphatic and vinyl aldehydes

被引:50
作者
Li, Zi-Bo [1 ]
Liu, Tian-Dong [1 ]
Pu, Lin [1 ]
机构
[1] Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA
关键词
D O I
10.1021/jo070091j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 1,1'-binaphthyl macrocycle (S)-2 is found to be an excellent catalyst for the alkyne addition to aldehydes. In the presence of (S)-2 (20 mol %) and Me2Zn (2 equiv) in THF at room temperature, the addition of phenylacetylene to linear or branched aliphatic aldehydes and vinyl aldehydes gave various propargylic alcohols with 89-96% ee.
引用
收藏
页码:4340 / 4343
页数:4
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