期刊
ORGANIC LETTERS
卷 17, 期 21, 页码 5508-5511出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02929
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资金
- DAE-BRNS [2013/37C/56/BRNS/2440]
- CSIR [02(0207)/14/EMR-II]
- Council of Scientific and Industrial Research (CSIR), New Delhi
A cascade aldol cyclization reaction between 3-isothiocyanato oxindoles and alpha-ketophosphonates has been developed for the synthesis of beta-amino-alpha-hydroxyphosphonate derivatives. Catalyzed by a quinine-based tertiary amino-thiourea derivative, this reaction delivers 2-thioxooxazolidinyl phosphonates based on a spirooxindole scaffold bearing two contiguous quaternary stereogenic centers in high yields with excellent diastereo- (up to >20:1 dr) and enantioselectivities (up to >99:1 er).
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