Document Detail

Nitroxyl Radical/PhI(OAc)(2): One-Pot Oxidative Cleavage of Vicinal Diols to (Di)Carboxylic Acids.
MedLine Citation:
PMID:  22991946     Owner:  NLM     Status:  Publisher    
A mild and user-friendly one-pot oxidative cleavage of vicinal diols to their corresponding (di)carboxylic acids using AZADOs and PhI(OAc)(2) is described. 1,2-Diols and 2,3-diols as well as 1,2,3-triol gave one- or two-carbon-unit-shorter carboxylic acids. Internal vicinal diols also smoothly underwent one-pot oxidative cleavage to afford the corresponding dicarboxylic acids. Cyclic vicinal diols are converted to their corresponding open-form dicarboxylic acids.
Masatoshi Shibuya; Takuro Shibuta; Hayato Fukuda; Yoshiharu Iwabuchi
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-9-19
Journal Detail:
Title:  Organic letters     Volume:  -     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2012 Sep 
Date Detail:
Created Date:  2012-9-20     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University , 6-3 Aobayama, Sendai 980-8578, Japan.
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