53164-77-5Relevant academic research and scientific papers
Enantioselective Michael addition of water
Chen, Bi-Shuang,Resch, Verena,Otten, Linda G.,Hanefeld, Ulf
supporting information, p. 3020 - 3030 (2015/02/05)
The enantioselective Michael addition using water as both nucleophile and solvent has to date proved beyond the ability of synthetic chemists. Herein, the direct, enantioselective Michael addition of water in water to prepare important β-hydroxy carbonyl compounds using whole cells of Rhodococcus strains is described. Good yields and excellent enantioselectivities were achieved with this method. Deuterium labeling studies demonstrate that a Michael hydratase catalyzes the water addition exclusively with anti-stereochemistry.
On the Michael addition of water to α,β-unsaturated ketones using amino acids
Resch, Verena,Seidler, Christiane,Chen, Bi-Shuang,Degeling, Ian,Hanefeld, Ulf
, p. 7697 - 7704 (2013/12/04)
The use of water as a nucleophile for Michael additions is still a challenge in organic chemistry. In this report we describe the use of amino acids as catalysts for the Michael addition of water to α,β- unsaturated ketones. All 20 proteinogenic amino aci
Kinetic resolution of 3-hydroxycyclohexanone using different lipases
Karmee, Sanjib Kumar,Oosten, Remco Van,Hanefeld, Ulf
experimental part, p. 1736 - 1739 (2012/02/05)
A new approach to enantiomerically enriched cyclic β-hydroxy ketones was developed. 3-Hydroxycyclohexanone was successfully resolved using lipase catalyzed transesterification. Among the lipases screened PFL, PCL, and PPL-II gave 57%, 39%, and 25% yield o
An unexpected oxidation of unactivated methylene C-H using DIB/TBHP protocol
Zhao, Yi,Yim, Wai-Leung,Tan, Chong Kiat,Yeung, Ying-Yeung
supporting information; experimental part, p. 4308 - 4311 (2011/10/08)
An in situ generated hypervalent iodine species, bis(tert-butylperoxy) iodobenzene, was used as a peroxy radical source for the oxidation of unreactive, remote, and isolated alkyl (cyclic or aliphatic) esters and amides to the corresponding keto compounds under very mild conditions.
