Please use this identifier to cite or link to this item: http://hdl.handle.net/20.500.12779/5330
Title: Studies towards the synthesis of the bicyclic 3,8-secotaxanediterpenoid system using a ring closing metathesis strategy
Authors: Tafi, Andrea 
Corelli, Federico 
Botta, Maurizio 
Renzulli, M. L.
Rocheblave, L.
Avramova, S. I.
Galletti, E.
Castagnolo, D.
Issue Date: 2007
Project: None 
Journal: TETRAHEDRON
Abstract: 
Molecular modelling studies on the interations between taxanes and tubulins, developed by us, revealed that modified Taxuspines U and X could adopt a conformation similar to that of the bioactive conformation of paclitaxel and could be well accommodated within the proposed model. Accordingly, simplified Taxuspine U and X analogues have been rationally desig ned and their bicyclic 3,8-secotaxane diterpenoids intermediates have been synthesized through an approach that involves ring closing metathesis (RCM) as the key step for the macrocycle formation. Extensive studies on RCM have been performed using chemically diverse substrates, outlining the influence in the macrocyclization of the presence and position of functionalities, the molecular constraints and the importance of the site of ring closure.
Description: 
22017
URI: http://hdl.handle.net/20.500.12779/5330
ISSN: 0040-4020
DOI: 10.1016/j.tet.2006.10.058
Appears in Collections:Publications

Show full item record

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.