Asymmetric Induction via Short-Lived Chiral Enolates with a Chiral C-O Axis

作者:Yoshimura Tomoyuki; Tomohara Keisuke; Kawabata Takeo*
来源:Journal of the American Chemical Society, 2013, 135(19): 7102-7105.
DOI:10.1021/ja4018122

摘要

A novel method has been developed for the asymmetric cyclization of alkyl aryl ethers. The reactions were assumed to proceed via short-lived chiral enolate intermediates with a chiral C-O axis to give cyclic ethers with tetrasubstituted carbon in up to 99% ee. The half-life of racemization of the chiral enolate intermediate was roughly estimated to be similar to 1 s at -78 degrees C.

  • 出版日期2013-5-15