REACTIONS OF COMPLEX LIGANDS .77. INTERMOLECULAR PAUSON-KHAND REACTIONS OF ETHYL 2-PHENYLETHYNYLCYCLOPROPANECARBOXYLATES AND YLCYCLOPROPYL)METHYLIDENE]PENTACARBONYLCHROMIUM(0)

Authors
KRETSCHIK O NIEGER M DOTZ KH
Citation
O. Kretschik et al., REACTIONS OF COMPLEX LIGANDS .77. INTERMOLECULAR PAUSON-KHAND REACTIONS OF ETHYL 2-PHENYLETHYNYLCYCLOPROPANECARBOXYLATES AND YLCYCLOPROPYL)METHYLIDENE]PENTACARBONYLCHROMIUM(0), Chemische Berichte, 130(4), 1997, pp. 507-513
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
130
Issue
4
Year of publication
1997
Pages
507 - 513
Database
ISI
SICI code
0009-2940(1997)130:4<507:ROCL.I>2.0.ZU;2-M
Abstract
The intermolecular Pauson-Khand reactions of ethyl trans-2-phenylethyn ylcyclopropanecarboxylate (1t) and [amino hynylcyclopropyl)methylidene ]pentacarbonylchromium (9) with norbornene lead to ester and metal car bene functionalized exo-tricyclodecenones 3-6 and 13-16, respectively, in moderate to high yields. The incorporation of the alkyne is modera tely regioselective but less diastereoselective. Pairs of diastereomer s are isolated after column chromatography, which can subsequently be separated by recrystallization. The minor diastereomer 3 and the major diastereomer 15 are characterized by X-ray structure analysis.