Preparation and reaction of desymmetrised cobalt alkyne complexes

Citation
Dr. Carbery et al., Preparation and reaction of desymmetrised cobalt alkyne complexes, TETRAHEDR L, 41(17), 2000, pp. 3235-3239
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
17
Year of publication
2000
Pages
3235 - 3239
Database
ISI
SICI code
0040-4039(20000422)41:17<3235:PARODC>2.0.ZU;2-3
Abstract
Prochiral alkyne hexacarbonyl dicobalt complexes are desymmetrised directly with brucine N-oxide in the presence of a phosphine or phosphite ligand to produce the corresponding phosphorus-containing pentacarbonyl complex with appreciable enantiomeric excess. In Pauson-Khand reactions, it is found th at the enantiomeric integrity of the desymmetrised complex is conserved in the cyclopentenone product. Moreover, the major enantiomer obtained in thes e reactions is opposite to that from a direct brucine N-oxide promoted Paus on-Khand reaction, allowing the preparation of either enantiomeric cyclopen tenone in enriched form from a single source of chirality. (C) 2000 Elsevie r Science Ltd. All rights reserved.