Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols.
J Am Chem Soc
; 140(46): 15646-15650, 2018 11 21.
Article
em En
| MEDLINE
| ID: mdl-30403852
ABSTRACT
Herein we report a highly regio- and stereoselective haloazidation of allylic alcohols. This enantioselective reaction uses readily available materials and can be performed on a variety of alkyl-substituted alkenes and can incorporate either bromine or chlorine as the electrophilic halogen component. Both halide and azido groups of the resulting products can be transformed into valuable building blocks with complete stereospecificity. The first example of an enantioselective 1,4-haloazidation of a conjugated diene is reported as well as its application to a concise synthesis of an aza-sugar.
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Base de dados:
MEDLINE
Assunto principal:
Azidas
/
Propanóis
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article