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Directed Metallation pp 145–168Cite as

Directed Rhodium-Catalyzed Hydroformylation of Alkenes

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Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 24))

Abstract

Installation of substrate-bound catalyst-directing phosphine groups allows for efficient substrate control of all aspects of reaction selectivity in the course of the industrially important hydroformylation reaction. In particular, the ortho-diphenylphosphanylbenzoyl (o-DPPB) group has proved to be a highly efficient and practical directing group for controlling regioselectivity and diastereoselectivity of a range allylic and homoallylic alcohol derivatives. A chiral variant, the o-DPPF directing group, enables a desymmetrizing hydroformylation of prochiral dialkenyl- and diallylcarbinols to give substrates with two stereocenters in enantiomerically pure form. Incorporation of the hydroformylation as part of sequential processes is possible and has led to the development of synthetically appealing multiple carbon–carbon and carbon–heteroatom bond formations.

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Authors and Affiliations

  1. Institut für Organische Chemie und Biochemie, Albert-Ludwigs-Universität Freiburg, Albertstr. 21, 79104, Freiburg im Breisgau, Germany

    Bernhard Breit

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  1. Bernhard Breit
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Correspondence to Bernhard Breit .

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Naoto Chatani

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© 2007 Springer-Verlag Berlin Heidelberg

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Breit, B. (2007). Directed Rhodium-Catalyzed Hydroformylation of Alkenes. In: Chatani, N. (eds) Directed Metallation. Topics in Organometallic Chemistry, vol 24. Springer, Berlin, Heidelberg. https://doi.org/10.1007/3418_2007_067

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