2014
DOI: 10.1002/ange.201409155
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Stereospecific and Stereoselective Rhodium(I)‐Catalyzed Intramolecular [2+2+2] Cycloaddition of Allene‐Ene‐Ynes: Construction of Bicyclo[4.1.0]heptenes

Abstract: A novel Rh(I)‐catalyzed intramolecular [2 + 2 +2] cycloaddition of allene‐ene‐ynes yields cyclopropane‐fused polycyclic products.

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Cited by 15 publications
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“…35 The typical [2 + 2 + 2] cycloaddition reaction is catalyzed with catalyst [RhCl(CO) 2 ] 2 , as shown in Scheme 1. 36 An evident substituent effect has been observed for the reaction where R2 is trans n-propyl, in which 23% of the [2 + 2] product is also separated along with the [2 + 2 + 2] main product. For the other two cases, only [2 + 2 + 2] products are found in the experimental conditions.…”
Section: Introductionmentioning
confidence: 98%
“…35 The typical [2 + 2 + 2] cycloaddition reaction is catalyzed with catalyst [RhCl(CO) 2 ] 2 , as shown in Scheme 1. 36 An evident substituent effect has been observed for the reaction where R2 is trans n-propyl, in which 23% of the [2 + 2] product is also separated along with the [2 + 2 + 2] main product. For the other two cases, only [2 + 2 + 2] products are found in the experimental conditions.…”
Section: Introductionmentioning
confidence: 98%
“…The values of 1 2 DE D (AÁ Á ÁB) and 1 2 DE SSD (AÁ Á ÁB) in eqn (12) are also listed in Table 1, from which one can observe that the solute-solute dispersion favors larger phosphane binding, but the solventsolute dispersion has the reverse effect. We have chosen eleven experimentally well-investigated catalytic reactions as our testing subjects, which include four Ru-catalytic C-H activation/cycloadditions (M1-M4), [27][28][29][30] two Ru-catalytic C-H activation/C-C couplings (M5, M6), 31,32 two Rh-catalytic reactions (M7, M8), 33,34 and three Pd-catalytic reactions (M9, M10 and M11). [35][36][37] We have published the reaction mechanisms for some of the reactions in the same or similar methods, for example, M1, 38 M6 39 and M7.…”
mentioning
confidence: 99%