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].