1994
DOI: 10.1021/ja00086a070
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Catalytic version of the Intramolecular Pauson-Khand Reaction

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Cited by 174 publications
(67 citation statements)
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“…Only more recently turnover numbers of several hundred have been achieved with modified cobalt catalysts under CO pressure. [781][782][783] The reaction is very regioselective with respect to the acetylene, and the CO group is normally found next to the bulkier R group of the alkyne (R 1 in eq 125), i.e., with terminal acetylenes, the substituted terminal is exclusively found at the C-2 position of the cyclopentenone. 756,775 This infers that the olefin coordinates to cobalt from the less hindered side of complex 480.…”
Section: [2+2+1]mentioning
confidence: 99%
“…Only more recently turnover numbers of several hundred have been achieved with modified cobalt catalysts under CO pressure. [781][782][783] The reaction is very regioselective with respect to the acetylene, and the CO group is normally found next to the bulkier R group of the alkyne (R 1 in eq 125), i.e., with terminal acetylenes, the substituted terminal is exclusively found at the C-2 position of the cyclopentenone. 756,775 This infers that the olefin coordinates to cobalt from the less hindered side of complex 480.…”
Section: [2+2+1]mentioning
confidence: 99%
“…[12] Subsequently, a catalytic conversion of enynes into cyclopentenones employing phosphites as coligands was reported by Jeong, Chung, and co-workers (Table 1, entry 3). [10] Remarkably, under 1 atm of CO the use of phosphites as coligands did not show any positive effect on the PKR conversions (they were either ineffective or detrimental); the advantages of this procedure were only apparent at pressures of 3 atm. Based on their own previous work on the stoichiometric version of the reaction, [13] Sugihara and Yamaguchi used hard Lewis bases to effect both the inter-and the intramolecular CPKR, employing 0.01-0.03 equivalents of octacarbonyldicobalt(0).…”
Section: Use Of Additivesmentioning
confidence: 90%
“…Despite the significant use of phosphane-and phosphitesubstituted alkyne complexes in the stoichiometric PKR, in which coordination leads to a decrease in the rate and overall efficiency of the reaction, [12,22] and despite the fact that triphenylphosphite additive in the [Co 2 (CO) 8 ]-mediated catalytic PKR leads to an improved reaction efficiency, [10] only recently was it shown that preformed complexes of phosphanes and phosphites can catalyze the PKR under atmospheric pressures of carbon monoxide. [32,33] The TONs observed in work by our own group with these stable complexes were comparable with those of other similar mild systems (Scheme 8).…”
Section: Methodsmentioning
confidence: 99%
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