1449386-06-4Relevant academic research and scientific papers
Cyclopentannulation of Conjugated Enones Using a Vinyldiazomethane-Based Reagent
Del Bel, Matthew,Rovira, Alexander,Guerrero, Carlos A.
, p. 12188 - 12191 (2013/09/23)
Herein, we describe a two-step method for the cyclopentannulation of conjugated enones using methyl 3-(tert-butyldimethylsilyloxy)-2-diazo-3- butenoate (1) as a bifunctional reagent. The enol silane and stabilized diazoalkane functionalities are exploited independently in sequential Mukaiyama-Michael and diastereoselective α,α′-diketone coupling. Di-, tri-, and tetrasubstituted enones are amenable to annulation under this protocol. Overall, this chemistry is an effective surrogate for a substituted acetone 1,3-dipole .
