Remote Control of Regio- and Diastereoselectivity in the Hydroformylation of Bishomoallylic Alcohols with Catalytic Amounts of a Reversibly Bound Directing Group

摘要

The hydroformylation of olefins is the largest volume application of homogeneous catalysis in industry with about 9 million tons of oxo products produced worldwide each year. In this transformation alkenes are reacted with synthesis gas in the presence of a metal catalyst to furnish the homologated aldehydes-a conversion in complete accord with the criteria of atom economy. The aldehydes formed are useful functional groups suitable for further skeleton-expanding transformations, which may be performed even as tandem processes. Despite these obvious advantages, the hydroformylation of olefins is still not commonly employed in the course of a complex synthesis, because of the difficulty in controlling regio- and stereoselectivity simultaneously. A number of catalysts exist today that allow the hydroformylation of terminal aliphatic alkenes to give linear products selectively (linear-selective).