DIASTEREOSELECTIVE FORMATION OF AN [ETA(4)-(1Z)-SULFINYL DIENE]IRON(0) TRICARBONYL COMPLEX - DIASTEREOSELECTIVE ALLYLATION OF THE DERIVED IRON DIENAL

Citation
Rs. Paley et al., DIASTEREOSELECTIVE FORMATION OF AN [ETA(4)-(1Z)-SULFINYL DIENE]IRON(0) TRICARBONYL COMPLEX - DIASTEREOSELECTIVE ALLYLATION OF THE DERIVED IRON DIENAL, Organometallics, 15(22), 1996, pp. 4672-4674
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear
Journal title
ISSN journal
02767333
Volume
15
Issue
22
Year of publication
1996
Pages
4672 - 4674
Database
ISI
SICI code
0276-7333(1996)15:22<4672:DFOA[D>2.0.ZU;2-T
Abstract
An enantiomerically pure (1Z,3E)-sulfinyl diene exhibited a high degre e of facial selectivity (alpha:beta = 16:1) upon complexation to an ir on(0) tricarbonyl fragment, producing a [eta(4)-(1Z)-sulfinyl diene]ir on(0) tricarbonyl complex (2; 80%). The iron(0)-dienal complex derived from 2 can undergo a highly diastereoselective allylation with allylt ri-n-butylstannane and BF3 . Et(2)O (diastereomer ratio 95:5); the abs olute stereochemistry of the homoallylic alcohol product (4) was estab lished by X-ray crystallography.