4510-34-3Relevant articles and documents
Mechanistic Probes of the Hydride-Transfer Process in the Reduced Nicotinamide Adenine Dinucleotide Dependent Alcohol Dehydrogenase Reactions
Chung, Sung-Kee,Park, Seung-Un
, p. 3197 - 3198 (1982)
NADH-dependent alcohol dehydrogenase reductions of several chemically based radical-probe molecules proceed without any indication of the radical anion intermediates.
A simple and efficientin situgenerated copper nanocatalyst for stereoselective semihydrogenation of alkynes
Park, Byoung Yong,Lim, Taeho,Han, Min Su
supporting information, p. 6891 - 6894 (2021/07/19)
Development of a simple, effective, and practical method for (Z)-selective semihydrogenation of alkynes has been considered necessary for easy-to-access applications at organic laboratory scales. Herein, (Z)-selective semihydrogenation of alkynes was achieved using a copper nanocatalyst which was generatedin situsimply by adding ammonia borane to an ethanol solution of copper sulfate. Different types of alkynes including aryl-aryl, aryl-alkyl, and aliphatic alkynes were selectively reduced to (Z)-alkenes affording up to 99% isolated yield. The semihydrogenation of terminal alkynes to alkenes and gram-scale applications were also reported. In addition to eliminating catalyst preparation, the proposed approach is simple and practical and serves as a suitable alternative method to the conventional Lindlar catalyst.
8π Electrocyclic Reaction of Phosphonate Derivatives: Access to Seven-Membered Cross-Conjugated Cyclic Trienes
Saito, Hiroki,Kato, Ranmaru,Ikeuchi, Kazutada,Suzuki, Takahiro,Tanino, Keiji
supporting information, p. 9606 - 9610 (2021/12/17)
An anionic 8π electrocyclic reaction of 4-(diethoxyphosphoryl)-1,3,6-heptatriene derivatives was developed. Under the influence of a base, the substrate underwent deprotonation at the C5 position followed by the 8π electrocyclization of the resulting hept
Organoiodine-Catalyzed Enantioselective Intermolecular Oxyamination of Alkenes
Wata, Chisato,Hashimoto, Takuya
supporting information, p. 1745 - 1751 (2021/02/05)
Metal-free, catalytic enantioselective intermolecular oxyamination of alkenes is realized by use of organoiodine(I/III) chemistry. The protocol is applicable toward aryl- and alkyl-substituted alkenes with high enantioselectivity and electronically controlled regioselectivity. The oxyaminated products can be easily deprotected in one step to reveal free amino alcohols in high yields without loss of enantioselectivity. A key to our success is the discovery of a virtually unexplored chemical entity, N-(fluorosulfonyl)carbamate, as a bifunctional N,O-nucleophile.