The external chiral ligand-induced enantioselective [2,3]-Wittig rearrangements of crotyl benzyl ethers and crotyl propargylic ethers are described. The most notable is that treatment of (E)-crotyl propargylic ethers with a t-butyllithium/(S;S)-bis (oxazoline) complex provides a relatively high enantioselectivity (up to 89% ee), together with a high threo-diastereoselectivity. Furthermore, examples of the 'asymmetric catalytic version' of the rearrangement of crotyl benzyl ethers are presented. (C) 2000 Wiley-Liss, Inc.
|Number of pages||5|
|Publication status||Published - 2000|
All Science Journal Classification (ASJC) codes
- Analytical Chemistry
- Drug Discovery
- Organic Chemistry