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2005
Alcohols
P 0110
13- 064
High Stereoselective Preparation of O-Protected 2-Trifluoromethyl 3-Bromoallylic Alcohols from 1,1-Dibromo-1-alkenes. — A facile title method for the preparation
of (E)- and (Z)-title compounds is described. The selectivity is strongly dependent on
the solvent: THF favors the (E)-isomer, while hexane leads predominantly to the
(Z)-isomer. The lithium carbenoid intermediate is trapped with electrophiles to give
2-trifluoromethyl-3-bromoallylic alcohols. — (LI, Y.; LU*, L.; ZHAO, X.; Org. Lett.
6 (2004) 24, 4467-4470; State Key Lab. Organofluorine Chem., Shanghai Inst. Org.
Chem., Chin. Acad. Sci., Shanghai 200032, Peop. Rep. China; Eng.) — Steudel
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