Titanium-mediated rearrangement of cyclopropenylmethyl acetates to (E)-halodienes
journal contribution
posted on 2023-05-17, 07:52 authored by Gallego, G, Alireza AriafardAlireza Ariafard, Tran, K, Sandoval, D, Choi, L, Chen, YH, Brian YatesBrian Yates, Tao, FM, Hyland, CJTTiCl(4) and TiBr(4) 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 [TiX(4)OAc](-) is under thermodynamic control, while the stereoselectivity is governed by kinetics.
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- 1. DOI - Is supplement to Titanium-mediated rearrangement of cyclopropenylmethyl acetates to (E)-halodienes
Publication title
Organic & Biomolecular ChemistryVolume
9Issue
9Pagination
3359-3363ISSN
1477-0520Department/School
School of Natural SciencesPublisher
Royal Society of ChemistryPlace of publication
Thomas Graham House, Science Park, Milton Rd, Cambridge, England, Cambs, Cb4 0WfRights statement
Copyright 2011 Royal Society of ChemistrySocio-economic Objectives
Expanding knowledge in the chemical sciencesRepository Status
- Restricted
