An Organocatalytic Asymmetric Chlorolactonization

作者:Whitehead Daniel C; Yousefi Roozbeh; Jaganathan Arvind; Borhan Babak*
来源:Journal of the American Chemical Society, 2010, 132(10): 3298-+.
DOI:10.1021/ja100502f

摘要

A reagent controlled organocatalytic enantioselective chlorolactonization reaction has been developed. Several 4-aryl pentenoic acids were cyclized in the presence of 0.1 equiv of (DHQD)(2)PHAL, employing various N-chlorinated hydantoins as the terminal chlorenium source. Ten examples are presented with selectivities ranging from 43 to 90% ee. This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantioselectivities.

  • 出版日期2010-3-17