Titanium-mediated rearrangement of cyclopropenylmethyl acetates to (E)-halodienes
TiCl4 and TiBr4 rapidly transform cyclopropenylmethyl acetates to (E)-halodienes via ring-opening to allyl-vinyl cations. DFT calculations suggest that the regioselectivity of the halogenation of this cationic intermediate by [TiXsu
Gallego, Gary,Ariafard, Alireza,Tran, Kiet,Sandoval, David,Choi, Leera,Chen, Yi-Hsun,Yates, Brian F.,Tao, Fu-Ming,Hyland, Christopher J. T.
p. 3359 - 3363
(2011/06/20)
Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates
Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.
Seraya, Elaine,Slack, Eric,Ariafard, Alireza,Yates, Brian F.,Hyland, Christopher J. T.
supporting information; experimental part
p. 4768 - 4771
(2011/01/03)
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