Stereochemical diversity in chiral ligand design: Discovery and optimization of catalysts for the enantioselective addition of allylic halides to aldehydes

被引:75
作者
Lee, JY [1 ]
Miller, JJ [1 ]
Hamilton, SS [1 ]
Sigman, MS [1 ]
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
关键词
D O I
10.1021/ol050528e
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have identified a new set of stereochemically diverse oxazoline ligands derived from simple amino acids that promote the Cr-catalyzed enantioselective addition of allylic halides to aldehydes in up to 95% ee. The Cr-catalyzed allylation using ligand 1d is rather insensitive to the nature of the allylic bromide (crotyl, allyl, and methallyl) in that > 90% ee is observed for all three bromides evaluated in the addition to benzaldehyde.
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页码:1837 / 1839
页数:3
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