Chemoenzymatic synthesis of (S)-8-O-methylmellein by Candida parapsilosis carbonyl reductase

Authors
Schubert, T Kula, MR Muller, M
Citation
T. Schubert et al., Chemoenzymatic synthesis of (S)-8-O-methylmellein by Candida parapsilosis carbonyl reductase, SYNTHESIS-S, (12), 1999, pp. 2045-2048
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
12
Year of publication
1999
Pages
2045 - 2048
Database
ISI
SICI code
0039-7881(199912):12<2045:CSO(BC>2.0.ZU;2-A
Abstract
A screening of various orthosubstituted 2-oxopropylbenzene derivatives with carbonyl reductases and alcohol dehydrogenases, respectively, revealed tha t compounds containing ortho-substituents with only little steric demand ar e feasible substrates. (S)-8-O-Methylmellein (1) was synthesized by stereos elective enzymatic reduction of 2-methoxy-6-(2-oxopropyl)benzonitrile (5i) with Candida parapsilosis carbonyl reductase as the key step, and completed by a one-step hydrolysis and intramolecular cyclization.