Topic
Bicyclic molecule
About: Bicyclic molecule is a research topic. Over the lifetime, 29587 publications have been published within this topic receiving 451252 citations. The topic is also known as: bicyclic molecule.
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TL;DR: FACS analysis in conjunction with mitochondrial membrane potential and DNA fragmentation studies indicated that 4a induced apoptosis without cell cycle arrest suggesting that it could be used as a potential chemotherapeutic agent.
82 citations
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TL;DR: Highly strained cyclopropane derivatives have served as useful and powerful C3 building blocks for the construction of various ring systems, and the metal-catalyzed cleavage of the activated carbon-carbon s bond of the cycloprostane ring 3] must be one of the most attractive methods from a synthetic point of view.
Abstract: Highly strained cyclopropane derivatives have served as useful and powerful C3 building blocks [1] for the construction of various ring systems, and the metal-catalyzed cleavage of the activated carbon-carbon s bond of the cyclopropane ring 3] must be one of the most attractive methods from a synthetic point of view. Of particular interest is the Rhcatalyzed [5+2] cycloaddition of vinylcyclopropanes with carbon–carbon p-components for the efficient formation of seven-membered compounds. In 1995, Wender et al. reported the first example of the Rh-catalyzed [5+2] cycloaddition reaction of vinylcyclopropanes with alkynes to provide bicyclo[5.3.0]decadienes. This method was successfully applied to the [5+2] cycloaddition reactions of allenes as well as alkenes 4a] as an alternative carbon–carbon p-counterpart. In sharp contrast to the extensive investigation of vinylcyclopropanes, 3–5] very few examples of the ringclosing reaction of allenylcyclopropane, which is regarded as an alkylidene homologue of vinylcyclopropane, have been reported. Two representative examples are shown in Scheme 1; one involves the Rh-catalyzed cycloisomeriza-
82 citations
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TL;DR: A Ni(II)-catalyzed Conia-ene reaction of 1,3-dicarbonyl compounds with alkynes is discovered and a mechanism involving the enol-yne-Ni complex formation is proposed and supported by deuterium-labeling experiments.
82 citations
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82 citations
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TL;DR: The simple and efficient syntheses of B-allyl-10-(phenyl)-9-borabicyclo[3.3.2]decane in both enantiomeric forms are reported, providing predictable stereochemistry and a strategically designed "chiral pocket" which is particularly receptive to leading methyl groups.
Abstract: The simple and efficient syntheses of B-allyl-10-(phenyl)-9-borabicyclo[3.3.2]decane (1) in both enantiomeric forms are reported. The remarkable enantioselectivity (81−99% ee) of these reagents in the allylboration process at −78 °C is only modestly diminished when the process is conducted at 0 °C, a phenomenon attributable to its rigid bicyclic structure. In addition to providing the homoallylic alcohols 6 efficiently (70−92%), the procedure also permits the efficient recovery of the chiral boron moiety (67−82%) as an air-stable crystalline N-methylpseudoephedrine complex 4 for the direct regeneration of 1 with allylmagnesium bromide in ether (98%). The reagent gives predictable stereochemistry, providing a strategically designed “chiral pocket” which is particularly receptive to leading methyl groups (e.g., methyl ethyl ketone, 87% ee).
82 citations