Abstract
An efficient and simple new stereocontrolled access route to novel disubstituted cispentacin derivatives with multiple stereogenic centers from norbornene β-lactam has been developed. The synthesis involves olefinic bond functionalization by dihydroxylation followed by oxidative ring cleavage and transformation of the dialdehyde intermediate through a Wittig reaction.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Aldehydes / chemistry*
-
Amino Acids / chemical synthesis*
-
Amino Acids / chemistry*
-
Cycloleucine / analogs & derivatives*
-
Cycloleucine / chemical synthesis
-
Cycloleucine / chemistry
-
Enzymes / chemistry*
-
Norbornanes / chemistry*
-
Oxidation-Reduction
-
Stereoisomerism
-
beta-Lactams / chemistry*
Substances
-
Aldehydes
-
Amino Acids
-
Enzymes
-
Norbornanes
-
beta-Lactams
-
Cycloleucine
-
cispentacin