Stereocontrolled synthesis of all-syn 3,4-disubstituted L-prolines: studies of the reductive rearrangement of unactivated tertiary allylic alcohols

作者:Hanessian Stephen*; Dorich Stephane; Kassem Salma; Menz Helge; Chattopadhyay Amit Kumar
来源:Tetrahedron, 2014, 70(2): 439-449.
DOI:10.1016/j.tet.2013.11.040

摘要

We describe a stereocontrolled method that converts tertiary allylic alcohols in pyrrolidine-2-carboxylic acid derivatives prepared from 3-(S)-hydroxy-L-proline to all-syn 3,4-disubstituted t-prolines. A study of various parameters to optimize the reductive rearrangement of tertiary allylic alcohols to tetrasubstituted olefins was conducted.

  • 出版日期2014-1-14