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2005
Oxidation
O 0212
10- 034
Oxidative Rearrangement of Cyclic Tertiary Allylic Alcohols with IBX in DMSO.
— The additional use of IBX in the DMSO system, which allows to perform the oxidative transposition of five- and six-membered cyclic tertiary allylic alcohols in an ecologically and user-friendly manner is described. The methodology tolerates a number
of functional groups. The reaction of the bicyclic substrates requires a longer time or
the addition of a large excess of reagent. The potency of IBX on oxidative rearrangement crucially decreases in the case of acyclic substrates. — (SHIBUYA, M.; ITO, S.;
TAKAHASHI, M.; IWABUCHI*, Y.; Org. Lett. 6 (2004) 23, 4303-4306; Grad. Sch.
Pharm. Sci., Tohoku Univ., Aoba, Sendai 980, Japan; Eng.) — Steudel
2005
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