Categories: C-Cl Bond Formation >
Synthesis of chlorohydrins
Recent Literature
Highly regioselective ring opening of epoxides to halohydrins has been
carried out in impressive yields with hydrogen and lithium halides in presence
of β-cyclodextrin using water as solvent.
M. Arjun Reddy, K. Surendra, N. Bhanumathi, K. Rama Rao, Tetrahedron,
2002, 58, 6003-6008.
The preparation of diverse β-chloroethers, β-chloroacetates, and
chlorohydrins is efficiently achieved under mild conditions by reaction of
alkenes with trichloroisocyanuric acid in alcohols, acetic acid or aqueous
acetone, respectively.
G. Fonseca Mendonça, A. Manzolillo Sanseverino, M. C. S. de Mattos, Synthesis,
2003, 45-48.
G. Fonseca Mendonça, A. Manzolillo Sanseverino, M. C. S. de Mattos, Synthesis,
2003, 45-48.
An optically active, C2-symmetric allene-containing bisphosphine oxide catalyzes
the addition of SiCl4 to meso-epoxides with high
enantioselectivity. The epoxide opening likely involves generation of a Lewis
acidic, cationic (bisphosphine oxide)SiCl3 complex.
X. Pu, X. Qi, J. M. Ready, J. Am. Chem. Soc., 2009,
131, 10364-10365.
