Categories: C-C Bond Formation > Oxygen-containing molecules > Alcohols >
Synthesis of alcohols
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Recent Literature

β-Alkylation of various secondary alcohols with primary alcohols has been
achieved in the presence of [Cp*IrCl2]2 (Cp* =
pentamethylcyclopentadienyl) catalyst and a base. This reaction proceeds in
good to excellent yield via successive hydrogen-transfer reactions and aldol
condensation.
K.-I. Fujita, C. Asai, T. Yamaguchi, F. Hanasaka, R. Yamaguchi, Org.
Lett., 2005,
7, 4017-4019.

An asymmetric α-alkylative reduction of prochiral ketones with primary
alcohols has been disclosed. The reaction is catalyzed by both iridium and
ruthenium complexes and gave optically active alcohols with elongation of
the carbon skeleton with high enantioselectivity.
G. Onodera, Y. Nishibayashi, S. Uemura, Angew. Chem. Int. Ed.,
2006,
45, 3819-3822.

A simple method for the chemo- and regioselective, direct catalytic allylic
alkylation of aldehydes and cyclic ketones has been developed. The
combination of palladium and enamine catalysis furnished α-allylic alkylated
aldehydes and cyclic ketones in high yields.
I. Ibrahem, A. Córdova, Angew. Chem. Int. Ed., 2006,
45, 1952-1956.

A one-pot alkylation-silylation reaction of various epoxides with R3Al-R'3SiOTf
occurs stereospecifically to give the corresponding alkylation-silylation
products in excellent yields.
P. Shanmugam, M. Miyashita, Org. Lett., 2003, 3265-3268.

The reaction of dianions, derived from the reductive opening of phthalan
(n=1) or isochroman (n=2) with lithium and a catalytic amount of 4,4′-di-tert-butylbiphenyl
(DTBB) at 0°C, with several epoxides gave 1,6- and 1,7-diols, respectively.
M. Yus, T. Soler, F. Foubelo, Tetrahedron, 2002, 58,
7009-7016.


