Page 8 - Catalysts for Fine Chemical Synthesis Vol 1 - Robert & Poignant

contents vii

6.3 Enantioselective epoxidation of (E)-b-methylstyrene
by D 2 -symmetric chiral trans-dioxoruthenium (VI)
porphyrins
Rui Zhang, Wing-Yiu Yu and Chi-Ming Che . . . . . . . 98
6.3.1 Preparation of the trans-dioxoruthenium(VI)
complexes with D 2 -symmetric
porphyrins (H 2 L 1ÿ3 ) . . . . . . . . . . . . 98
6.3.2 Enantioselective epoxidation of
(E)-b-methylstyrene . . . . . . . . . . . . 99
6.3.3 Conclusion . . . . . . . . . . . . . . . 100
References . . . . . . . . . . . . . . . . . . . . . 101

7 Asymmetric Hydroxylation and Aminohydroxylation . . . . . 103
7.1 Asymmetric aminohydroxylation of 4-methoxystyrene
P.O'Brien, S.A. Osborne and D.D. Parker. . . . . . . . 103
7.1.1 Conclusion . . . . . . . . . . . . . . . 105
7.2 Asymmetric dihydroxylation of (1-cyclohexenyl)acetonitrile
Jean-Michel Vate Ále . . . . . . . . . . . . . . . . 105
7.2.1 (R,R)-(1,2-Dihydroxycyclohexyl)acetonitrile
acetonide . . . . . . . . . . . . . . . . 107
7.2.2 Conclusion . . . . . . . . . . . . . . . 108
References . . . . . . . . . . . . . . . . . . . . . 108

8 Asymmetric Sulfoxidation. . . . . . . . . . . . . . . 109
8.1 Asymmetric oxidation of sulfides and kinetic
resolution of sulfoxides
Laura Palombi and Arrigo Scettri . . . . . . . . . . . 109
8.1.1 Asymmetric oxidation of 4-bromothioanisole . . . 109
8.1.2 Kinetic resolution of racemic 4-bromophenyl
methyl sulfoxide . . . . . . . . . . . . . 111
References . . . . . . . . . . . . . . . . . . . . . 113

9 Asymmetric Reduction of Ketones Using Organometallic Catalysts 115
9.1 Introduction. . . . . . . . . . . . . . . . . . . 115
9.2 Asymmetric hydrogenation using a metal
catalyst: [Ru((S)-BiNAP)]. . . . . . . . . . . . . . 117
9.3 Asymmetric transfer hydrogenation of b-ketoesters
Kathelyne Everaere, Jean-Francois Carpentier,
Ë
Andre  Mortreux and Michel Bulliard. . . . . . . . . . 121
9.4 (S,S)-1,2-bis(tert-Butylmethylphosphino)ethane (BisP*):
Synthesis and use as a ligand
T. Imamoto . . . . . . . . . . . . . . . . . . . 123
9.4.1 Synthesis of BisP* . . . . . . . . . . . . . 123