Please use this identifier to cite or link to this item: https://doi.org/10.1021/jo202221c
Title: An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids
Authors: Chen, J.
Zhou, L.
Tan, C.K.
Yeung, Y.-Y. 
Issue Date: 20-Jan-2012
Citation: Chen, J., Zhou, L., Tan, C.K., Yeung, Y.-Y. (2012-01-20). An enantioselective approach toward 3,4-dihydroisocoumarin through the bromocyclization of styrene-type carboxylic acids. Journal of Organic Chemistry 77 (2) : 999-1009. ScholarBank@NUS Repository. https://doi.org/10.1021/jo202221c
Abstract: A facile and enantioselective approach toward 3,4-dihydroisocoumarin was developed. The method involved an amino-thiocarbamate catalyzed enantioselective bromocyclization of styrene-type carboxylic acids, yielding 3-bromo-3,4-dihydroisocoumarins with good yields and ee's. 3-Bromo-3,4- dihydroisocoumarins are versatile building blocks for various dihydroisocoumarin derivatives in which the Br group can readily be modified to achieve biologically important 4-O-type and 4-N-type 3,4-dihydroisocoumarin systems. In addition, studies indicated that, by refining some parameters, the synthetically useful 5-exo phthalide products could be achieved with good yields and ee's. © 2011 American Chemical Society.
Source Title: Journal of Organic Chemistry
URI: http://scholarbank.nus.edu.sg/handle/10635/75562
ISSN: 00223263
DOI: 10.1021/jo202221c
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