169302-22-1Relevant academic research and scientific papers
Synthesis of enantiopure glycidol derivatives via a one-pot two-step enzymatic cascade
Liu, Yu-Chang,Liu, Yan,Wu, Zhong-Liu
, p. 2146 - 2152 (2015/03/05)
Styrene monooxygenase (SMO) can catalyze the kinetic resolution of secondary allylic alcohols to provide enantiopure glycidol derivatives. To overcome the low theoretical yield of kinetic resolution, we designed a one-pot two-step enzymatic cascade using prochiral α,β-unsaturated ketones as the substrates. An S-specific ketoreductase ChKRED03 was screened for the efficient bioreduction of the substrates to provide (S)-allylic alcohols, which underwent SMO-catalyzed epoxidation to achieve glycidol derivatives with contiguous stereogenic centers. Excellent enantioselectivity (ee > 99%) and diastereoselectivity (de > 99%) were achieved for the majority of the substrates, and product yields reached up to >99%. This journal is
Highly diastereo- and enantio-selective epoxidation of secondary allylic alcohols catalyzed by styrene monooxygenase
Lin, Hui,Liu, Yan,Wu, Zhong-Liu
, p. 2610 - 2612 (2011/04/26)
Enantiomerically enriched glycidol derivatives with contiguous stereogenic centers were obtained in a highly diastereo- and enantio-selective epoxidation catalyzed with the styrene monooxygenase StyAB2.
Stereoselective synthesis of an erythro N-protected α-amino epoxide derivative
Kurihara, Masaaki,Ishii, Kei,Kasahara, Yoko,Miyata, Naoki
, p. 3183 - 3184 (2007/10/03)
Erythro α-amino epoxide, an important intermediate for synthesis of protease inhibitors, was synthesized from propargylic alcohol in a highly enantio- and diastereoselective manner.
Synthesis of All Four Possible Stereoisomers of 1-Phenyl-2,3-butanediol and Both Enantiomers of 3-Hydroxy-4-phenyl-2-butanone to Determine the Absolute Configuration of the Natural Constituents
Awano, Ken-ichi,Yanai, Tetsuya,Watanabe, Ichiro,Takagi, Yoshikazu,Kitahara, Takeshi,Mori, Kenji
, p. 1251 - 1254 (2007/10/02)
Enantioselective syntheses of all the possible stereoisomers of 1-phenyl-2,3-butanediol (erythro isomer 1 and threo isomer 2) and of 3-hydroxy-4-phenyl-2-butanone 3, the odor components of wisteria flowers, was accomplished via Sharpless asymmetric epoxyd
