Volume 22, Issue 39
Preparative Organic Chemistry
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ChemInform Abstract: The Stereochemistry of Organometallic Compounds. Part 37. Regio- and Stereocontrol in the Rhodium-Catalyzed Hydroformylation of Some Alkenylphosphines.

W. R. JACKSON

W. R. JACKSON

Dep. Chem., Monash Univ., Clayton, Victoria 3168, Australia

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P. PERLMUTTER

P. PERLMUTTER

Dep. Chem., Monash Univ., Clayton, Victoria 3168, Australia

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G.-H. SUH

G.-H. SUH

Dep. Chem., Monash Univ., Clayton, Victoria 3168, Australia

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E. E. TASDELEN

E. E. TASDELEN

Dep. Chem., Monash Univ., Clayton, Victoria 3168, Australia

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First published: October 1, 1991

Abstract

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ChemInform Abstract

Rhodium-catalyzed hydroformylation of a series of alkenylphosphines such as (I) or (IV) proceeds with high regiocontrol to give the internal products (III) or (V). While the reaction of the acyclic alkenylphosphine (IV) shows only poor stereocontrol, the reactions of cyclic alkenylphosphines such as (VI) proceed with high regio- and stereocontrol in favor of the cis-aldehyde (VII). In many cases, the oxidation state of the products is found to vary with the temperature and reaction time; hydroxymethyl derivatives are formed instead of the corresponding aldehydes at higher temperatures.

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