Advanced search
Start date
Betweenand
(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Stereoselective reduction of 2-azido-1-phenylethanone derivatives by whole cells of marine-derived fungi applied to synthesis of enantioenriched beta-hydroxy-1,2,3-triazoles

Full text
Author(s):
Alvarenga, Natalia [1] ; Porto, Andre L. M. [1]
Total Authors: 2
Affiliation:
[1] Univ Sao Paulo, Inst Quim Sao Carlos, Ave Joao Dagnone 1100, BR-13563120 Sao Carlos, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: BIOCATALYSIS AND BIOTRANSFORMATION; v. 35, n. 6, p. 388-396, 2017.
Web of Science Citations: 1
Abstract

Several marine-derived fungi were evaluated by the bioreduction of 2-azido-1-phenylethanone 1, and the strains A. sydowii CBMAI 935 and M. racemosus CBMAI 847 were selected for the reduction of 2-azido-1-phenylethanone derivatives 2-4. Whole cells of A. sydowii CBMAI 935 promoted the reduction of 2-azido-1-phenylethanones 1-4 with high selectivities to yield the (S)-2-azido-1-phenylethanols 1a-4a. Bioreduction of compounds 1-4 by M. racemosus CBMAI 847 led to (R)-2azido-1-phenylethanols for 1, 2 and 4 and (S)-2-azido-1-phenylethanol 3. Enantiomerically enriched 2-azido-1-phenylethanols 1a-4a and phenylacetylene 5 were applied in the synthesis of b-hydroxy-1,2,3-triazoles using CuSO4 and sodium ascorbate leading to regioselective formation of enantioenriched 1,4-disubstituted 1,2,3-triazole compounds 1b-4b. (AU)

FAPESP's process: 14/18257-0 - New approaches in biocatalytic reactions
Grantee:Andre Luiz Meleiro Porto
Support type: Regular Research Grants