eprintid: 20486
rev_number: 16
userid: 1418
dir: disk0/00/02/04/86
datestamp: 2014-02-07 00:02:19
lastmod: 2019-01-29 15:55:13
status_changed: 2014-02-07 00:02:19
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Gabarda, AE
creators_name: Du, W
creators_name: Isarno, T
creators_name: Tangirala, RS
creators_name: Curran, DP
creators_email: 
creators_email: 
creators_email: 
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: 
creators_id: 
creators_id: 
creators_id: CURRAN
title: Asymmetric total synthesis of (20R)-homocamptothecin, substituted homocamptothecins and homosilatecans
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: An efficient asymmetric synthesis of a key DE lactone pyridone intermediate in the synthesis of homocamptothecin is reported. The synthesis is scalable and features a Stille coupling and a Sharpless asymmetric epoxidation as the key steps. The key intermediate has been parleyed into homocamptothecin and an assortment of fluorinated homocamptothecins and homosilatecans (7-silylhomocamptothecins), thereby providing the first asymmetric entry to this important new class of antitumor agents. © 2002 Published by Elsevier Science Ltd.
date: 2002-08-05
date_type: published
publication: Tetrahedron
volume: 58
number: 32
pagerange: 6329 - 6341
refereed: TRUE
issn: 0040-4020
id_number: 10.1016/S0040-4020(02)00632-4
citation:   Gabarda, AE and Du, W and Isarno, T and Tangirala, RS and Curran, DP  (2002) Asymmetric total synthesis of (20R)-homocamptothecin, substituted homocamptothecins and homosilatecans.  Tetrahedron, 58 (32).  6329 - 6341.  ISSN 0040-4020     
document_url: http://d-scholarship-dev.library.pitt.edu/20486/1/licence.txt