eprintid: 19789
rev_number: 20
userid: 1419
dir: disk0/00/01/97/89
datestamp: 2013-10-09 16:04:51
lastmod: 2019-02-02 15:56:50
status_changed: 2013-10-09 16:04:51
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Wakefield, B
creators_name: Halter, RJ
creators_name: Wipf, P
creators_email: 
creators_email: 
creators_email: pwipf@pitt.edu
creators_id: 
creators_id: 
creators_id: PWIPF
title: Synthesis of (±)-thiohalenaquinone by iterative metalations of thiophene
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: The synthesis of a thiophene-containing analogue of halenaquinone was realized. Key steps include an alkynyl ketone-benzocyclobutane Diels-Alder reaction to construct the C,D-ring naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to add the A-ring. © 2007 American Chemical Society.
date: 2007-08-02
date_type: published
publication: Organic Letters
volume: 9
number: 16
pagerange: 3121 - 3124
refereed: TRUE
issn: 1523-7060
id_number: 10.1021/ol071258y
pmid: 17630756
mesh_headings: Animals
mesh_headings: Cyclization
mesh_headings: Molecular Structure
mesh_headings: Porifera--chemistry
mesh_headings: Quinones--chemical synthesis
mesh_headings: Quinones--chemistry
mesh_headings: Stereoisomerism
mesh_headings: Thiophenes--chemistry
chemical_names: Quinones
chemical_names: Thiophenes
chemical_names: thiohalenaquinone
chemical_names: halenaquinone
citation:   Wakefield, B and Halter, RJ and Wipf, P  (2007) Synthesis of (±)-thiohalenaquinone by iterative metalations of thiophene.  Organic Letters, 9 (16).  3121 - 3124.  ISSN 1523-7060     
document_url: http://d-scholarship-dev.library.pitt.edu/19789/1/licence.txt