期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 72, 期 19, 页码 7439-7442出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo0710073
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[GRAPHICS] New cyanation/phosphonate -phosphate rearrangement/Cacylation reactions of cyartophosphate anion with cyanoformate esters are described. Phase-transfer cocatalysts facilitate cyanide-catalyzed reactions between acyl phosphonates and cyanoformates to afford protected tertiary carbinol products in good to excellent yields (74-95%). Ethyl cyanoformate is used as a cyanide source and electrophile. The scope of the reaction was investigated by using a number of benzoyl and acyl phosphonates along with ethyl cyanoformate. Representative chemoselective reduction of the product 5a afforded ethyl 3-amino-2- iydroxy-2-phenylpropanoate (13) in good yield.
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