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: A general protocol for the enantiogenic total syntheses of a series of the 5-substituted 8-methylindolizidine class of alkaloids from the arrow poison frog is described in this paper.
Abstract: A general protocol for the enantiogenic total syntheses of a series of the 5-substituted 8-methylindolizidine class of alkaloids from the arrow poison frog, i.e., (-)-indolizidines 205A (1), 207A (2), 209B (3), and 235B (4), is described, in which a key step is the asymmetric intramolecular Diels-Alder reaction of the chiral N-acylnitroso compound 8 leading to the bicyclic oxazinolactam 7 which was utilized as a versatile common chiral intermediate for the preparation of these alkaloids
79 citations
TL;DR: DFT calculations at the M06-2X/6-311++G(d,p) level of theory revealed that CO(2) fixation by 1 and formation of the adduct 3 is strongly exothermic and proceeds with a low energy barrier of approximately 7.3 kcal mol(-1) via an intermediate van der Waals complex.
Abstract: The bifunctional frustrated Lewis pair 1-[bis(pentafluorophenyl)boryl]-3,5-di-tert-butyl-1H-pyrazole (1) was employed for small molecule fixation by reaction with carbon dioxide, paraformaldehyde, tert-butyl isocyanate, tert-butyl isothiocyanate, methyl isothiocyanate and benzonitrile, affording the adducts 3–8 as zwitterionic, bicyclic boraheterocycles. Treatment of 1 with tert-butyl isocyanide gave the isocyanide–borane complex 9, whereas the zwitterionic alkynylborate 10 was formed by C–H bond activation of phenylacetylene. The molecular structures of all products 3–10 were established by X-ray diffraction analyses. DFT calculations at the M06-2X/6-311++G(d,p) level of theory revealed that CO2 fixation by 1 and formation of the adduct 3 is strongly exothermic and proceeds with a low energy barrier of approximately 7.3 kcal mol−1via an intermediate van der Waals complex.
79 citations
TL;DR: A highly regio- and diastereoselective synthesis of bicyclic pyrazolidinone derivatives by rhodium(II) acetate catalyzed [3 + 3]-annulation with enoldiazoacetates and azomethine imines has been achieved in high yield.
79 citations
79 citations
TL;DR: In this article, l'addition de cyanocuprates de lithium du type Li(RCuCn) ou R=alkyl, vinyl, phenyl sur l'oxa-6bicyclo [310] hexene-2
Abstract: Synthese de PGE1, decarboxy-2 hydroxymethyl-2 PGE1, PGF1α, PGF2α a partir de l'alkyl-4oxa-6bicyclo [310] hexanol-1 Ce dernier represente l'un des composes obtenus par l'addition de cyanocuprates de lithium du type Li(RCuCn) ou R=alkyl, vinyl, phenyl sur l'oxa-6bicyclo [310] hexene-2
79 citations