ChemInform Abstract: Titanium-Mediated Rearrangement of Cyclopropenylmethyl Acetates to (E)-Halodienes

Autor:	Christopher J. T. Hyland, Leera Choi, Yi-Hsun Chen, Fu-Ming Tao, Alireza Ariafard, David Sandoval, Brian F. Yates, Gary Gallego, Kiet Tran
Rok vydání:	2011
Předmět:	Chemistry Kinetics Cationic polymerization Halogenation Regioselectivity chemistry.chemical_element Stereoselectivity General Medicine Medicinal chemistry Titanium
Zdroj:	ChemInform. 42
ISSN:	0931-7597
DOI:	10.1002/chin.201134061
Popis:	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 [TiX4OAc]− is under thermodynamic control, while the stereoselectivity is governed by kinetics.
Databáze:	OpenAIRE
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