Pauson-Khand reaction of optically active 6,7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes

Authors
Mukai, C Sonobe, H Kim, JS Hanaoka, M
Citation
C. Mukai et al., Pauson-Khand reaction of optically active 6,7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes, J ORG CHEM, 65(20), 2000, pp. 6654-6659
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
20
Year of publication
2000
Pages
6654 - 6659
Database
ISI
SICI code
0022-3263(20001006)65:20<6654:PROOA6>2.0.ZU;2-0
Abstract
Treatment of(6S, 7S)-7-bis(tert-butyldimethylsiloxy)non-1-en-8-ynes with di cobalt octacarbonyl gave the corresponding cobalt complex. This complex was subsequently exposed to the Pauson-Khand conditions in the presence of a p romoter such as cyclohexylamine, thioanisole, methyl isopropyl sulfide, and butyl methyl sulfide ending up with the stereoselective production of the (2S, 3S, 6S, 7S)-7-methylbicyclo[4.3.0]nonenone derivatives instead of the expected (2S, 3S, 7S)-bicyclo[5.3.0]decenone species.