Journal
TETRAHEDRON LETTERS
Volume 50, Issue 44, Pages 6068-6071Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.08.060
Keywords
Pauson-Khand reaction; Enantioselective; Rhodium; Chiral THF derivatives
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Funding
- Korea Science and Engineering Foundation (KOSEF) [R01-2007-000-10534-0]
- Korea Research Foundation [KRF-2007-313-C00414]
- Korean Government
- National Research Foundation of Korea [R01-2007-000-10534-0, 2007-313-C00414] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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The reaction efficiency and enantioselectivity of an asymmetric Pauson-Khand-type reaction catalyzed by cationic rhodium are heavily dependent on the solvent. Coordinating solvents, such as THF, provide a faster reaction and better stereoselectivity than non-coordinating solvents, such as toluene. These beneficial effects can be attributed to a significant increase in the more reactive catalytic species of [Rh(bisphosphane ligand)*(solvent)(n)](+) (3) than of [Rh(bisphosphine ligand)*CO(solvent)](+)(4) and [Rh(bisphosphine ligand)*(CO)(2)](+) (5) in a coordinating solvent. (C) 2009 Elsevier Ltd. All rights reserved.
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