S - - -4- 2-Methylpropyl -2- 2-pyridyl -2-oxazoline

X Kawara, X. Kawashima, M. Fujisawa, X. Ghent. Lett. 1980, 571. Normant, J, F. Alexakis, A. Cahiez, G, Tetrahedron Lett. 1980, 27,935. [Pg.435]

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Fujisawa, X Sato, X. Kawara, X Noda, A. Obinata, X Tetrahedron Lett. 1980,27,2553. [Pg.435]

Fujisawa, X Sato, X Kawara, X Ohashi, K. Tetrahedron Lett. 1981, 22,4823. [Pg.435]

X Itoh, X Hattori, C. Fujisawa, X. Ghent. Lett. 1983, 1391. [Pg.435]

Monophenylation of cis-Dioh. Monophenylation of cw-diols derived from cyclopentane and cyclohexane using triphenyl-bismuthdiacetate, (S)-(-)-4-(2-methylpropyl)-2-(2-pyridyl)-2-oxazoline as the ligand (L ), and Cu(OAc)2 as a co-catalyst affords the products in moderate yields (38-54%) and enantioselectivities (13-44% ee) (eq 2). ... [Pg.435]

Crotykilane Addition. Stoichiometric amounts of (S)-(—)-4-(2-methylpropyl)-2-(2-pyridyl)-2-oxazoline serve as the asymmetric Lewis base directing the addition of crotyltrichlorosilane to aryl aldehydes. Of the various pyridyl oxazolines screened, this ligand yielded the highest optical purity and conversion of benzaldehyde to product (eq 5). Other homoallylic aryl alcohols were prepared in 61-91% yield using this ligand in ee s ranging... [Pg.435]

Allylic Oxidation. The Kharasch-Sosnovsky reaction involves oxidation of the allylic position while the olefin remains intact. In the presence of catalytic copper (II) salts, treatment of olefins with peresters affords acylated allylic alcohols. When (S)-(—)-4-(2-methylpropyl)-2-(2-pyridyl)-2-oxazoline was involved, (R)-cyclohexenyl benzoate was isolated in 57% yield and 28% ee (eq 6). ... [Pg.436]

Hydrosilation of Ketones. (S)-(—)-4-(2-Methylpropyl)-2-(2-pyridyl)-2-oxazoline provides a high degree of stereocontrol in the hydrosilation of acetophenone catalyzed by rhodium (eq 7). Analysis of 1-phenylethanol, isolated in 89% yield after hydrolysis, revealed 71% ee. Cationic cobalt catalysts have been used to facilitate the same transformation with this ligand generating product in 76% yield and 14% ee. ... [Pg.436]

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