Document Detail


Amphoteric alpha-Boryl Aldehydes.
MedLine Citation:
PMID:  21809873     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
A new class of stable molecules, alpha-boryl aldehydes, has been prepared from oxiranyl MIDA boronates by a 1,2-boryl migration and concomitant epoxide scission. A range of boryl imines, alkenes, alcohols, acids, enol ethers, ena-mides, and other functionalized boronic acid derivatives, difficult or impossible to prepare using established protocols, can be accessed from alpha-boryl aldehydes. The chemoselective transformations of these building blocks, including facile synthesis of functionalized unnatural amino acids from silyloxy and amido vinyl boronates, attest to the potential of alpha-boryl aldehydes in chemical synthesis.
Authors:
Zhi He; Andrei K Yudin
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-8-2
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  -     ISSN:  1520-5126     ISO Abbreviation:  -     Publication Date:  2011 Aug 
Date Detail:
Created Date:  2011-8-3     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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