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Controllable Enzymatic anti-Markovnikov, Markovnikov Addition and Acylation of Thiols to Vinyl Esters in Organic Media
Wu Qi #,Lin Xianfu * #
Department of Chemistry, Zhejiang University
*Correspondence author
#Submitted by
Subject:
Funding: 国家自然科学基金,教育部博士点基金（No.20572099,20060335031）
Opened online:11 January 2010
Accepted by: none
Citation: Wu Qi ,Lin Xianfu .Controllable Enzymatic anti-Markovnikov, Markovnikov Addition and Acylation of Thiols to Vinyl Esters in Organic Media[OL]. [11 January 2010] http://en.paper.edu.cn/en_releasepaper/content/38725
 
 
A novel enzymatic promiscuous protocol for the reaction of thiols to vinyl esters has been described. The acylation is efficiently catalyzed by commercially available D-amino acylase from Escherichia coli (DA) in DMF, affording the thiolesters in good yields. Moreover, the regioselectivity of the Markovnikov and anti-Markovnikov reaction can be controlled by the choice of organic media under the catalysis of Candida antarctica lipase B (CAL-B) so that both the anti-Markovnikov (DMF) and the Markovnikov products (Isopropylether) are now easily accessible in excellent selectivities.
Keywords:enzymatic promiscuous;regioselectivity control;CAL-B;thiols;vinyl esters
 
 
 

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