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2005
Oxirane derivatives
R 0030
Catalytic Asymmetric Allylation of Ketones and a Tandem Asymmetric AllylaEpoxidation of Cyclic Enones. — Tertiary homoallylic alco06- 106 tion/Diastereoselective
hols are formed in good yields and with high levels of enantioselectivity by the title
reaction of ketones with tetraallylstannane in the presence of isopropanol as additive
and catalytic amounts of Ti(O-iPr)4 and (R)- or (S)-BINOL. Epoxy alcohols are prepared with high diastereoselectivity by subsequent epoxidation of the allylic double
bond present in the tertiary homoallylic alcohols. — (KIM, J. G.; WALTZ, K. M.;
GARCIA, I. F.; KWIATKOWSKI, D.; WALSH*, P. J.; J. Am. Chem. Soc. 126 (2004)
39, 12580-12585; Dep. Chem., Univ. Pa., Philadelphia, PA 19104, USA; Eng.) —
Klein
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