1279102-70-3Relevant articles and documents
Synthetic and quantum mechanical studies into the N- heterocyclic carbene catalyzed (4 + 2) cycloaddition
Ryan, Sarah J.,Stasch, Andreas,Paddon-Row, Michael N.,Lupton, David W.
, p. 1113 - 1124 (2012/03/10)
The N-heterocyclic carbene catalyzed (4 + 2) cycloaddition between α,β-unsaturated acid fluorides and TMS dienol ethers provides cyclohexene fused β-lactone intermediates stable below -20 °C. These can be intercepted reductively or with organolithium reag
N-heterocyclic carbene-catalyzed (4 + 2) cycloaddition/decarboxylation of silyl dienol ethers with α,β-unsaturated acid fluorides
Ryan, Sarah J.,Candish, Lisa,Lupton, David W.
, p. 4694 - 4697 (2011/05/28)
Herein we report the first all-carbon N-heterocyclic carbene-catalyzed (4 + 2) cycloaddition. The reaction proceeds with α,β-unsaturated acid fluorides and silyl dienol ethers and produces 1,3-cyclohexadienes with complete diastereocontrol (dr >20:1) while demonstrating a new type of reaction cascade exploiting α,β-unsaturated acyl azoliums.