Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis
1
Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Autoroute Transcanadienne, Kirkland, Québec, Canada H9H 3L1, and Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065
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Publication type: Journal Article
Publication date: 2010-08-03
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
20681610
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A practical procedure for the enzymatic resolution of 2-alkyl-2-aryl-disubstituted epoxides using the Codex HHDH P2E2 enzyme and sodium azide is reported. This method allowed the synthesis of novel regio- and enantioselective 1-azido-2-arylpropan-2-ols in excellent yields. Furthermore, these intermediates were used for the preparation of enantiomerically enriched amino alcohols and aziridines containing a tertiary center.
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Metrics
67
Total citations:
67
Citations from 2024:
7
(10.45%)
Cite this
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RIS |
BibTex |
MLA
Cite this
GOST
Copy
Molinaro C., Guilbault A. A., Kosjek B. Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis // Organic Letters. 2010. Vol. 12. No. 17. pp. 3772-3775.
GOST all authors (up to 50)
Copy
Molinaro C., Guilbault A. A., Kosjek B. Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis // Organic Letters. 2010. Vol. 12. No. 17. pp. 3772-3775.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/ol101406k
UR - https://doi.org/10.1021/ol101406k
TI - Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis
T2 - Organic Letters
AU - Molinaro, Carmela
AU - Guilbault, Audrey Anne
AU - Kosjek, Birgit
PY - 2010
DA - 2010/08/03
PB - American Chemical Society (ACS)
SP - 3772-3775
IS - 17
VL - 12
PMID - 20681610
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2010_Molinaro,
author = {Carmela Molinaro and Audrey Anne Guilbault and Birgit Kosjek},
title = {Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis},
journal = {Organic Letters},
year = {2010},
volume = {12},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/ol101406k},
number = {17},
pages = {3772--3775},
doi = {10.1021/ol101406k}
}
Cite this
MLA
Copy
Molinaro, Carmela, et al. “Resolution of 2,2-Disubstituted Epoxides via Biocatalytic Azidolysis.” Organic Letters, vol. 12, no. 17, Aug. 2010, pp. 3772-3775. https://doi.org/10.1021/ol101406k.