Rs. Paley et al., DIASTEREOSELECTIVE ALLYLATIONS OF ENANTIOPURE 3-SUBSTITUTED AND 4-SUBSTITUTED ETA(4)-(1Z)-(SULFINYLDIENAL)IRON(0) TRICARBONYL COMPLEXES, Organometallics, 17(9), 1998, pp. 1841-1849
Diastereoselectivity of allylations of enantiopure 3- and 4-substitute
d eta(4)-(1Z)-(sulfinyldienal)iron(0) tricarbonyl complexes is depende
nt on the nature of the alkyl substituent. For 1-sulfinyl-1,3-pentadie
n-5-al iron complexes (11a-d), the aldehyde predominately reacts throu
gh the s-cis conformer, with diastereoselectivites as high as 95:5 (fo
r homoallylic alcohol 13d). For 3-formyl-1-sulfinyl-1,3-butadiene iron
complexes (12a,b), the aldehyde predominately reacts through the s-tr
ans conformer (diastereomer ratio for homoallylic alcohol, 14b, 89:11)
.