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Title

Tetrakis[(4S)-4-phenyloxazolidin-2-one]dirhodium(II) and Its Catalytic Applications for Metal Carbene Transformations
Authors
Doyle, Michael P.
Winchester, William R.
Protopopova, Marina N.
Muller, Paul
Bernardinelli, Gérald Hugues
Ene, Doina
Motallebi, Shahrokh
Published in Helvetica Chimica Acta. 1993, vol. 76, no. 6, p. 2227-2235
Abstract The synthesis and X-ray structure of the binuclear complex tetrakis[(4S)-4-phenyloxazolidin-2-one]-dirhodium(II) ([Rh2{(4S)-phox}4]) are reported. Structure-selectivity comparisons are made for typical metal carbene transformations, such as inter- and intramolecular cyclopropane formation, intermolecular cyclopropene formation and intramolecular C–H insertions of diazoacetates and diazoacetamides. The enantioselectivity achieved in the [Rh2{(4S)-phox}4]-catalyzed reactions is intermediate between that of [Rh2{(5S)-mepy}4] and [Rh2{(4R)-bnox}4], which were described previously (mepy = methyl 5-oxopyrrolidine-2-carboxylate; bnox = 4-benzyloxazolidin-2-one). In contrast to other catalyzed intermolecular cyclopropane formations, those using [Rh2{(4S)-phox}4] result preferentially in formation of the cis-cyclopropane.
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Structures
Faculté des sciences / Section de chimie et biochimie / Département de chimie organique
Citation
(ISO format) 		DOYLE, Michael P. et al. Tetrakis[(4S)-4-phenyloxazolidin-2-one]dirhodium(II) and Its Catalytic Applications for Metal Carbene Transformations. In: Helvetica Chimica Acta, 1993, vol. 76, n° 6, p. 2227-2235. doi: 10.1002/hlca.19930760606 https://archive-ouverte.unige.ch/unige:85276

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