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Pure Appl. Chem. Vol. 74, No. 1, pp. 77-83 (2002)

Pure and Applied Chemistry

Vol. 74, Issue 1

Recent studies on asymmetric hydrogenation. New catalysts and synthetic applications in organic synthesis*

Jean Pierre Genet

École Nationale Supérieure de Chimie de Paris, Laboratoire de Synthèse Sélective Organique et Produits Naturels, 11 rue Pierre & Marie Curie, 75231 Paris Cedex 05, France

Abstract: CODRu(h3methylallyl)2 is a versatile starting material for the preparation of a wide range of chiral bisphosphines ruthenium(II) complexes: (P*P)Ru(h3methylallyl)2 2, Ru[X4(P*P)2] 3, and cationic monohydride ruthenium complex 4. A facile synthesis of new C2 electron-rich chiral phosphines, bis(phosphetano)benzene 8 and 1,1¢bis(phosphetano)ferrocene 10 is presented. Dynamic kinetic resolution was used for efficient syntheses of key components of the hexahydroazepane core 16 of balanol and of optically pure Boc-(2S,3R,3S)-iso-dolaproïne 19. Catalyst 4 was used in asymmetric hydrogenation of 22 to give (+)-cis-methyl dihydrojasmonate in high enantioselectivity.

*Lecture presented at the 11th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS-11), Taipei, Taiwan, 22-26 July 2001. Other presentations are presented in this issue, pp.1-186.
**Corresponding author.


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