172977-56-9Relevant academic research and scientific papers
Enoldiazosulfones for Highly Enantioselective [3 + 3]-Cycloaddition with Nitrones Catalyzed by Copper(I) with Chiral BOX Ligands
Adly, Frady G.,Marichev, Kostiantyn O.,Jensen, Joseph A.,Arman, Hadi,Doyle, Michael P.
, p. 40 - 44 (2019)
Enoldiazosulfones undergo [3 + 3]-cycloaddition with nitrones when catalyzed by copper(I) catalysts, but not with dirhodium(II) catalysts. Under mild reaction conditions with chiral bisoxazoline ligands, copper(I) catalysts produce 1,2-oxazine-sulfone derivatives in high yields and enantioselectivities. Dirhodium(II) catalysts form stable donor-acceptor cyclopropenes that undergo uncatalyzed [3 + 2]-cycloaddition reactions with nitrones.
Synthesis and Chemistry of Donor/Acceptor-Substituted Cyclopropenes
Davies, Huw M. L.,Houser, Jeffrey H.,Thornley, Craig
, p. 7529 - 7534 (2007/10/03)
Rhodium(II) acetate, or trifluoroacetate-catalyzed decomposition of 1-diazo-2-(trialkylsiloxy)propenes with electron-withdrawing groups at the 1-position results in the formation of highly reactive cyclopropenes.These cyclopropenes contain both donor and acceptor substituents on the alkene and are very susceptible to ring opening and fragmentation reactions.Nevertheless, when appropriately functionalized with bulky substituents they can be of sufficient stability to be isolated and characterized.
