eprintid: 18573
rev_number: 16
userid: 1418
dir: disk0/00/01/85/73
datestamp: 2013-04-30 21:01:28
lastmod: 2019-02-02 15:58:50
status_changed: 2013-04-30 21:01:28
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Moura-Letts, G
creators_name: Curran, DP
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: CURRAN
title: Selective synthesis of (2Z,4E)-dienyl esters by ene-diene cross metathesis
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: (Chemical Equation Presented) Cross metathesis of terminal alkenes with methyl (2Z4E)-hexadienoate and related dienyl esters provides substituted (2Z,4E)-dienyl esters in good yields. Small-scale reactions are effectively promoted by the standard second-generation Grubbs-Hoveyda catalyst (GH-II), while a new fluorous GH-II catalyst is used for separation and recovery in gram-scale reactions. The transformation is featured in a rapid synthesis of the bottom fragments of the potent anticancer agents (-)-dictyostatin and 6-epi-dictyostatin. © 2007 American Chemical Society.
date: 2007-01-04
date_type: published
publication: Organic Letters
volume: 9
number: 1
pagerange: 5 - 8
refereed: TRUE
issn: 1523-7060
id_number: 10.1021/ol062017d
other_id: NLM NIHMS63824
other_id: NLM PMC2535931
pmcid: PMC2535931
pmid: 17192071
mesh_headings: Catalysis
mesh_headings: Esters--chemical synthesis
mesh_headings: Esters--chemistry
mesh_headings: Macrolides--chemistry
mesh_headings: Molecular Structure
mesh_headings: Solvents
chemical_names: Esters
chemical_names: Macrolides
chemical_names: Solvents
chemical_names: dictyostatin
citation:   Moura-Letts, G and Curran, DP  (2007) Selective synthesis of (2Z,4E)-dienyl esters by ene-diene cross metathesis.  Organic Letters, 9 (1).  5 - 8.  ISSN 1523-7060     
document_url: http://d-scholarship-dev.library.pitt.edu/18573/1/licence.txt