A novel chemo-enzymatic enantiospecific synthesis of (S)-coriolic acid mediated via immobilized alcohol dehydrogenase of baker's yeast
…, L Dasaradhi, C Muralikrishna, NW Fadnavis
Index: Bhalerao, U. T.; Dasaradhi, L.; Muralikrishna, C.; Fadnavis, N. W. Tetrahedron Letters, 1993 , vol. 34, # 14 p. 2359 - 2360
Full Text: HTML
Citation Number: 9
Abstract
Abstract (S)-(E)-(+)-1-Bromo-1-octene-3-ol was prepared in 85% yield and high optical purity (ee 97.4%) via a stereospecific reduction of corresponding bromo vinyl ketone using alcohol dehydrogenase from baker's yeast (EC 1.1. 1.1) and NAD (P) H immobilized on Nucleosil 120-5 C 18, and converted to 13 (S)-hydroxy-9Z, 11E-octadecadienoic (coriolic) acid.
Related Articles:
β-Halovinyl ketones: Synthesis from acetylenic ketones
[Taniguchi, Mikio; Kobayashi, Shozo; Nakagawa, Masako; Hino, Tohru; Kishi, Yoshito Tetrahedron Letters, 1986 , vol. 27, # 39 p. 4763 - 4766]
α-bromoallylstannanes as synthetic tools: preparations and reactivities
[Shibasaki, Masakatsu; Suzuki, Hideyuki; Torisawa, Yasuhiro; Ikegami, Shiro Chemistry Letters, 1983 , p. 1303 - 1306]