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
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.