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A New Access Route to Functionalized Cispentacins from Norbornene β‐Amino Acids
Author(s) -
Kiss Loránd,
Cherepanova Maria,
Forró Enikő,
Fülöp Ferenc
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201203183
Subject(s) - dihydroxylation , stereocenter , norbornene , oxidative cleavage , chemistry , cleavage (geology) , bond cleavage , ring (chemistry) , surface modification , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , enantioselective synthesis , materials science , copolymer , polymer , fracture (geology) , composite material
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.