Development of a new methodology for the preparation of optically
active alcohols
P. G. Andersson
Department of Organic Chemistry, Uppsala University,
Box 599, S-751 24 Uppsala, Sweden
Abstract: This article summarizes our recent achievements in
the asymmetric catalytic formation of chiral alcohols using 3-substituted,
2-azanorbornyl-based ligands. The use of this structural unit in ligand
synthesis offers several advantages over the analogous proline chemistry,
such as equal availability of both enantiomers and increased rigidity
of the catalysts. This ligand has been found to be very useful for the
two reactions described in this paper: the ruthenium-catalyzed transfer
hydrogenation of ketones, and the base-mediated rearrangement of epoxides.
*Plenary and invited lectures presented at the 12th
International Symposium on Organometallic Chemistry Directed Towards
Organic Synthesis (OMCOS-12), Toronto, Ontario, Canada, 6-10 July 2003.
Other lectures are published in this issue, pp.
453-695.
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