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2005
Reduction
O 0220
15- 048
Enantioselective Synthesis of Allenyl Carbinols by the CBS Reduction in Nitroethane: Dramatic Solvent Effect for Reactivity and Enantioselectivity. — Investigations to optimize the enantioselective reduction of allenyl ketones (I) reveal that the
use of nitroethane compared to other solvents significantly increases the reactivity and
enantioselectivity. These reaction conditions are further applied to the reduction of
α,β-ynones (III), enone (V) and acetophenone (VII). In all cases high levels of enantioselectivity are observed. For compounds (V) and (VII) the e.e.'s are higher compared
to known results obtained in other solvents. — (YU*, C.-M.; KIM, C.; KWEON,
J.-H.; Chem. Commun. (Cambridge) 2004, 21, 2494-2495; Dep. Chem., Sung Kyun
Kwan Univ., Suwon 440-746, S. Korea; Eng.) — M. Paetzel
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