| Literature DB >> 23734611 |
Alexander J Grenning1, Christie K Van Allen, Tapan Maji, Simon B Lang, Jon A Tunge.
Abstract
Herein we present the development of asymmetric deacylative allylation of ketone enolates. The reaction directly couples readily available ketone pronucleophiles with allylic alcohols using facile retro-Claisen cleavage to form reactive intermediates in situ. The simplicity and robustness of the reaction conditions is demonstrated by the preparation of >6 g of an allylated tetralone from commercially available materials. Furthermore, use of nonracemic PHOX ligands allows intermolecular formation of quaternary stereocenters directly from allylic alcohols.Entities:
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Year: 2013 PMID: 23734611 PMCID: PMC3827786 DOI: 10.1021/jo400793a
Source DB: PubMed Journal: J Org Chem ISSN: 0022-3263 Impact factor: 4.354