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Synlett 2005(17): 2547-2570
DOI: 10.1055/s-2005-918922
DOI: 10.1055/s-2005-918922
ACCOUNT
© Georg Thieme Verlag Stuttgart · New YorkRegioselectivity, Stereoselectivity and Catalysis in Intermolecular Pauson-Khand Reactions: Teaching an Old Dog New Tricks
Weitere Informationen
Received
18 July 2005
Publikationsdatum:
05. Oktober 2005 (online)
Publikationsverlauf
Publikationsdatum:
05. Oktober 2005 (online)
Abstract
Since its discovery in the early seventies the intermolecular Pauson-Khand reaction has made considerable progress towards a powerful synthetic method. This account describes the major accomplishments with respect to reactivity, stereoselectivity and catalytic versions, which have been achieved over the last decade and summarizes mechanistic information being obtained by theoretical and experimental studies.
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1 Introduction
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2 Reactivity: Improvement by Additives
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3 Regioselectivity: Some Mechanistic Struggles
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4 Stereoselectivity
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4.1 Chiral Precursors
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4.2 Chiral Auxiliaries
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4.3 Chiral Cobalt Complexes
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4.4 Chiral Amine N-Oxides
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5 Catalysis
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5.1 Cobalt-Catalyzed Reactions
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5.2 Ruthenium-Catalyzed Reactions
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5.3 Rhodium-Catalyzed Reactions
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5.4 Iridium-Catalyzed Reactions
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6 Theoretical Studies and some Mechanistic Curiosities
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7 Conclusions
Key words
Pauson-Khand reaction - metal-catalysis - stereoselectivity - theoretical studies
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