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Issue 48, 2008
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Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation–carbonyl ene cyclization process

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Abstract

A practical one-pot process involving a desymmetrizing hydroformylation with the aid of a chiral catalyst-directing group (CDG*), followed by a carbonyl ene cyclization provides a straightforward access to both enantiomers of the resulting cyclohexanediol; further divergent, highly selective and protecting group-free transformations furnish the carbocyclic analogues of four important 2,6-dideoxysugars.

Graphical abstract: Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation–carbonyl ene cyclization process

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Article information


Submitted
09 Oct 2008
Accepted
27 Oct 2008
First published
11 Nov 2008

Chem. Commun., 2008, 6498-6500
Article type
Communication

Enantioselective synthesis of 2,6-dideoxy carbasugars based on a desymmetrizing hydroformylation–carbonyl ene cyclization process

B. Breit and A. Bigot, Chem. Commun., 2008, 6498
DOI: 10.1039/B817786D

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