157474-64-1Relevant articles and documents
Asymmetric total synthesis of a beer-aroma constituent based on enantioconvergent biocatalytic hydrolysis of trisubstituted epoxides
Steinreiber,Mayer,Faber
, p. 2035 - 2039 (2001)
A short asymmetric total synthesis of the plant constituent myrcenediol [(R)-1], and (S)-7,7-dimethyl-6,8-dioxabicyclo [3.2.1]octane (2), which is a volatile constituent of the aroma of beer was accomplished via a chemoenzymatic protocol. The key step consisted of a biocatalytic hydrolysis of trisubstituted epoxides bearing olefinic side chains which proceeded in an enantioconvergent fashion, i.e., a single enantiomeric vic-diol was obtained from the racemate in up to 91% ee and 92% isolated yield.
Oxidation of alkenes by oxodiperoxomolybdenum: Trialkyl(aryl)phosphine oxide complexes
Kiraz, Christine I. Altinis,Mora, Luis,Jimenez, Leslie S.
, p. 92 - 96 (2007/12/31)
Catalytic amounts of short-chain (2-4 carbons) trialkylphosphine oxide ligands and MoO5 have been shown to efficiently convert di- and higher substituted alkenes to the corresponding epoxides using a biphasic system with either 30% hydrogen peroxide or 70% TBHP acting as the stoichiometric oxidant. Georg Thieme Verlag Stuttgart.
Titanium-catalyzed asymmetric epoxidation of non-activated olefins with hydrogen peroxide
Sawada, Yuji,Matsumoto, Kazuhiro,Katsuki, Tsutomu
, p. 4559 - 4561 (2008/09/16)
A greener oxidation: A titanium(salalen) complex catalyzes the asymmetric epoxidation of aliphatic (non-activated) olefins using aqueous hydrogen peroxide as the oxidant. Reactions with aliphatic terminal and Z olefins furnish the corresponding epoxides in good yields with high enantioselectivities of up to 97% ee.