135357-10-7Relevant academic research and scientific papers
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
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
Chiral synthesis via organoboranes. 45. Asymmetric hydroboration of 1-cyclopentenol derivatives using diisopinocampheylborane. Synthesis of optically active cyclopentane-1,2-diol derivatives of high optical purity
Brown, Herbert C.,Murali, Dhanabalan,Singaram, Bakthan
, p. 116 - 121 (2007/10/03)
The asymmetric hydroboration of 1-cyclopentenol derivatives, such as ethers, acetate, silyl ether and borinate, was investigated using diisopinocampheylborane, dIpc2BH. The product trialkylboranes were treated with excess of acetalde
Enzymatic hydrolysis and esterification. Routes to optically pure cyclopentanols
Seemayer, R.,Schneider, M. P.
, p. 171 - 174 (2007/10/02)
Using an esterhydrolase from Pseudomonas sp. (SAM II), a series of optically pure cyclopentanols 1-4 was prepared by enzymatic hydrolysis of their corresponding acetates.Using the same enzyme, these cyclopentanols were esterified by enol esters as acyl do
