New concise total synthesis of (+)-lentiginosine and some structural analogues
2005
Abstract
An efficient and concise total synthesis of (+)-lentiginosine (1) starting from an L-tartaric acid-derived nitrone using organometallic addition, indium-catalyzed reduction, and ring-closing metathesis reaction as the key steps is reported. Structural analogues of (+)-1 have been also synthesized, and their inhibitory activity toward 22 commercially available glycosidases has been evaluated.
Details
Title
New concise total synthesis of (+)-lentiginosine and some structural analogues
Author(s)
Cardona, F. ; Moreno, G. ; Guarna, F. ; Vogel, P. ; Schuetz, C. ; Merino, P. ; Goti, A.
Published in
Journal of Organic Chemistry
Volume
70
Issue
16
Pages
6552-6555
Date
2005
ISSN
0022-3263
Keywords
Note
Univ Florence, CNR, ICCOM, Dipartimento Chim Organ Ugo Schiff, I-50019 Sesto Fiorentino, FI, Italy. EPFL, Lab Glycochem & Asymmetr Synth LGSA, BCH, CH-105 Lausanne, Switzerland. Univ Zaragoza, CSIC, Fac Ciencias ICMA, Dept Quim Organ,Lab Sintesis Asimetr, E-50009 Zaragoza, Spain.
Other identifier(s)
DAR: 7276
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Laboratories
LGSA
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2005-11-09