35394-09-3Relevant articles and documents
Asymmetric synthesis of O-protected acyloins using enoate reductases: Stereochemical control through protecting group modification
Winkler, Christoph K.,Stueckler, Clemens,Mueller, Nicole J.,Pressnitz, Desiree,Faber, Kurt
supporting information; experimental part, p. 6354 - 6358 (2011/02/24)
O-Protected cyclic acyloins were obtained in nonracemic form through asymmetric bioreduction of α,β-unsaturated alkoxy ketones by using 11 different enoate reductases from the "Old Yellow Enzyme" family. The stereochemical outcome of the biotransformation could be switched by variation of the O-protecting group or by the ring size of the substrate, which allows access to both stereoisomers in up to >97 % ee Whereas α-alkoxy enones were readily accepted as substrates, β-analogs were not converted. Overall, α-alkoxy enones represent a novel type of substrate for flavin-dependent ene-reductases. Copyright
Aldol additions of pinacolone lithium enolate with ketones: Reactivities governed predominantly by field effects
Das, Goutam,Thornton, Edward R.
, p. 1302 - 1312 (2007/10/02)
The relative reactivities of representative α- and β-heterosubstituted acyclic, cyclic (five- and six-membered), and aromatic ketones with the lithium enolate of pinacolone in diethyl ether at -78 °C were determined. The order of reactivities of monosubst
ERZEUGUNG UND CYCLOADDITION VON ALLYLIUMIONEN AUS α-HALOGENKETONEN UNTER SOLVOLYSE-BEDINGUNGEN
Foehlisch, Baldur,Gottstein, Wolfgang,Kaiser, Roland,Wanner, Iris
, p. 3005 - 3009 (2007/10/02)
Some α-haloketones react with furan in methanolic solution in the presence of base to form the 3-oxo-8-oxabicyclooct-6-enes (11), the products derived from a cycloaddition of an allylium intermediate (5 or 6).
