Synthesis of Enantiopure 1-Arylprop-2-en-1-ols and Their tert-Butyl Carbonates

Stambasky, J., Malkov, A. V. and Kocovsky, P. (2008) Synthesis of Enantiopure 1-Arylprop-2-en-1-ols and Their tert-Butyl Carbonates. Journal of Organic Chemistry, 73(22), pp. 9148-9150. (doi: 10.1021/jo801874r)

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Abstract

Enantiomerically pure 1-arylpropenols 8 have been prepared by resolution of the corresponding racemates, using the lipase formulation Novozyme 435. Deprotonation of the latter alcohols with n-BuLi, followed by derivatization with (t-BUO)(2)CO, afforded the corresponding carbonates 5. Optimization of the process is presented.

Item Type:Articles
Keywords:1ST OBSERVATION ALCOHOLS ALKOXIDES ASYMMETRIC-SYNTHESIS Carbonates CATALYZED ALLYLIC ALKYLATION COMPLEXES DICHOTOMY ETHERIFICATION MEMORY Molybdenum OPTIMIZATION RESOLUTION SUBSTITUTION
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Malkov, Dr Andrei and Kocovsky, Professor Pavel
Authors: Stambasky, J., Malkov, A. V., and Kocovsky, P.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
ISSN:0022-3263

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