1996
DOI: 10.1021/jo960070h
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Asymmetric Addition of Organolithium Reagents to Prochiral Arene Tricarbonylchromium Complexes

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Cited by 66 publications
(25 citation statements)
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“…The resulting mixture was stirred at 80 8C for 10 h and then cooled to room temperature. A saturated aqueous solution of NH 4 Cl was added, and the mixture was extracted with ether three times. The combined extracts were washed with brine, dried over MgSO 4 , and concentrated to dryness to leave the crude product, which was purified by silica gel column chromatography using hexane/EtOAc (8:1) as the eluent to give 3 a (149 mg, 0.48 mmol) in 96 % yield.…”
Section: Methodsmentioning
confidence: 99%
“…The resulting mixture was stirred at 80 8C for 10 h and then cooled to room temperature. A saturated aqueous solution of NH 4 Cl was added, and the mixture was extracted with ether three times. The combined extracts were washed with brine, dried over MgSO 4 , and concentrated to dryness to leave the crude product, which was purified by silica gel column chromatography using hexane/EtOAc (8:1) as the eluent to give 3 a (149 mg, 0.48 mmol) in 96 % yield.…”
Section: Methodsmentioning
confidence: 99%
“…B. Kaiser thus investigated the ( -)-sparteine-induced deprotonation of S-alkyl thiocarbamates of the type 224;[235* 2361 the reactions with S-butyl esters (Scheme 83) will be discussed as 21 6 Scheme 80. Diastereo-and enantioselective reaction of the tricarbonylchromium arene complex 214 [226]. HMPA = hexamethylphosphoramide.…”
Section: Sparteine-induced Carbolithiationmentioning
confidence: 99%
“…27 In this work, the four ligands 102-105, were screened in reactions with phenyllithium, vinyllithium, methylllithium and n-BuLi and it was found that the dimethoxyhydrobenzoin 105 imparted the highest degree of enantioselectivity for this reaction (phenyllithium e.r. = 28:1; vinyllithium and methyllithium, e.r.…”
Section: Hydrobenzoin As a Chiral Catalyst In The Asymmetric Additionmentioning
confidence: 99%