allows regio- and stereocontrolled access to a variety of functionalised and substituted seven-membered rings. The substitution array can be diastereoselectively modulated by appropriate choice of the reaction partners, and the reaction allows the control of up to five newly created stereocentres and a complete chiral induction in the case of an opticallyactive ketone precursor. The high level of
Combination of Rearrangement with Metallic and Organic Catalyses - a Step- and Atom-Economical Approach to α-Spiroactones and -lactams
作者:Thomas Boddaert、Yoann Coquerel、Jean Rodriguez
DOI:10.1002/ejoc.201100734
日期:2011.9
3-dicarbonyl compounds, (homo)allylic alcohols or amines and acrylic derivatives, involving a single consecutive reaction consisting of a Wolff rearrangement/α-oxo ketene trapping/cross metathesis/Michaeladditionsequence is described. During the consecutive reaction optimization, the organocatalyticactivity of N,N-diaryl-1,3-imidazol(in)-2-ylidene N-heterocycliccarbenes (NHCs) in the Michaeladdition of