| Literature DB >> 11178823 |
H S Wilkinson1, P T Grover, C P Vandenbossche, R P Bakale, N N Bhongle, S A Wald, C H Senanayake.
Abstract
[reaction: see text] A remarkably general lithium heteroatom assisted TMSCN or TBSCN addition to aldehydes and ketones has been discovered. The process provides excellent selectivities and high rates. Conformationally constrained ketones such as camphor, fenchone, and nopinone give excellent diastereoselectivities with TMSCN. Reduction of 2 provided diastereopure amino alcohol 3 in good yield. alpha- and beta-Methyl cyclohexanones with TBSCN-LiOR afford high diastereoselectivities and yields.Entities:
Year: 2001 PMID： 11178823 DOI： 10.1021/ol0069608
Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005