1139-13-5Relevant articles and documents
Ring-Closure Reactions. 22. Kinetics of Cyclization of Diethyl (ο-Bromoalkyl)malonates in the Range of 4- to 21-Membered Rings. Role of Ring Strain
Casadei, Maria Antonietta,Galli, Carlo,Mandolini, Luigi
, p. 1051 - 1056 (1984)
The kinetics of closure of 1,1-bis(ethoxycarbonyl)cycloalkanes from the anions derived from diethyl (ο-bromoalkyl)malonates have been investigated in Me2SO at 25 degC.Rate constants and effective molarities (EM) have been obtained for the ring sizes 4-13, 17, and 21.This is the first quantitative study on the kinetics of SN2 closure of all-carbon rings, which includes small, common, medium and large rings.The reactivity data span over nine powers of ten, which is the widest reactivity range recorded so far in a cyclization series.Due to the extremely low EM for the 9-, 10-, and 11-membered rings, a special competition technique was developed for these rings.Comparison of the present results with literaturee data on SN2 ring-closure reactions reveals structure-dependent reactivity patterns showing varying features, which are qualitatively accounted for on the basis of structure effects on transition-state strain energies.A dissection of the EM data for the malonate cyclization into strain and probability factors was attempted.Perhaps the most interesting result is a definite tendency for transition-state strain energies to parallel cycloalkane strain energies for the 7-membered and larger rings but not for the smaller rings.In the latter cases the ring product no longer appears to be a proper model for comprehending the transition state.
GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE
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Paragraph 001498; 001499, (2021/01/22)
Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.
Diverse ring opening of thietanes and other cyclic sulfides: An electrophilic aryne activation approach
Zheng, Tianyu,Tan, Jiajing,Fan, Rong,Su, Shuaisong,Liu, Binbin,Tan, Chen,Xu, Kun
supporting information, p. 1303 - 1306 (2018/02/14)
Organosulfides are a common class of structure units in bioactive molecules and functional materials motivating continuous developments of efficient synthetic methods. Herein, we report an electrophilic aryne-activated ring opening protocol of one or two
In tandem or alone: A remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts
Zieliski, Grzegorz Krzysztof,Samojlowicz, Cezary,Wdowik, Tomasz,Grela, Karol
, p. 2684 - 2688 (2015/04/14)
A system for transfer hydrogenation of alkenes, composed of a ruthenium metathesis catalyst and HCOOH, is presented. This operationally simple system can be formed directly after a metathesis reaction to effect hydrogenation of the metathesis product in a single-pot. These hydrogenation conditions are applicable to a wide range of alkenes and offer remarkable selectivity. This journal is
