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Enantioselective Intramolecular Cyclopropanation of Allyl 2-diazo-3-silanyloxybut-3-enoates

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Grass, Stéfane
Published in Tetrahedron: Asymmetry. 2005, vol. 16, no. 11, p. 2007-2013
Abstract The performance of the [Rh2{(S)-ntt}4]-catalyst in comparison to [Rh2{(S)-pttl}4] and [Rh2{(S)-dosp}4] has been examined with allyl 2-diazo-3-silanyloxybut-3-enoates. The best results were obtained with [Rh2{(S)-pttl}4], where enantioselectivity culminated at 89% ee at -78 °C. [Rh2{(S)-ntt}4] was slightly less selective, while [Rh2{(S)-dosp}4] was found less suitable for these substrates. However, even the results obtained with [Rh2{(S)-pttl}4] are much less satisfactory than those for the intramolecular cyclopropanation of allyl diazoacetates in the presence of [Rh2{(S)-mepy}4].
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MULLER, Paul, ALLENBACH, Yves, GRASS, Stéfane. Enantioselective Intramolecular Cyclopropanation of Allyl 2-diazo-3-silanyloxybut-3-enoates. In: Tetrahedron: Asymmetry, 2005, vol. 16, n° 11, p. 2007-2013. https://archive-ouverte.unige.ch/unige:7061

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Deposited on : 2010-06-18

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