488151-80-0Relevant academic research and scientific papers
Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole
Chen, Yi,Gao, Lu,Song, Xuanyi,Song, Zhenlei
supporting information, p. 124 - 128 (2021/01/13)
A fluoride-promoted intramolecular Sakurai allylation of geminal bis(silyl) enamide with indolenine has been developed. The reaction facilitates an efficient cyclization to give hexahydropyrido[3,4-b]indoles in good yields with high diastereoselectivity. The resulted cis, trans-stereochemistry further enables the ring-closing metathesis (RCM) reaction of two alkene moieties, giving a tetracyclic N-hetereocycle widely found as the core structure in akuammiline alkaloids.
Enantioselective α-functionalization of 1,3-dithianes by iridium-catalyzed allylic substitution
Xie, Xingang,Tang, Shouchu,Wang, Xiaolei,Wang, Panpan,Jiang, Qian,Zhao, Ruibo
, p. 12456 - 12467 (2020/11/09)
An iridium-catalyzed asymmetric allylic substitution reaction with 2-alkoxy carbonyl-1,3-dithianes has been achieved with high regio- and enantioselectivities. The transformation provides a new method for the enantioselective α-functionalization of dithianes. The corresponding dithiane-containing products are easily converted into many other derivatives with high yields and enantioselectivities.
Iridium-Catalyzed Propenylation Reactions for the Synthesis of 4-Pyridone Derivatives
Bai, Xue-dan,Wang, Jie,He, Ying
supporting information, p. 496 - 501 (2019/01/04)
Herein we report an iridium-catalyzed propenylation reaction of allylic carbonates with 4-hydroxypyridine derivatives. The process efficiently provides 4-pyridone derivatives with high stereoselectivities under mild conditions. The products could constitute valuable building blocks for the synthesis of natural products and other bioactive molecules. Preliminary mechanistic studies indicated that a tandem allylic substitution/isomerization reaction occurs to afford the propenylation products. (Figure presented.).
Iridium-catalyzed direct asymmetric vinylogous allylic alkylation
Shi, Chang-Yun,Xiao, Jun-Zhao,Yin, Liang
, p. 11957 - 11960 (2018/11/02)
The catalytic asymmetric vinylogous allylic alkylation of α,β-unsaturated lactones (including coumarins) was achieved with excellent regio- and enantioselectivity. Transformations of the product were carried out by means of the versatile terminal olefin and lactone moieties. The synthetic application of the present methodology was showcased by the asymmetric synthesis of an advanced synthetic Merck intermediate toward a new drug candidate.
Electrochemical carboxylation of benzylic carbonates: Alternative method for efficient synthesis of arylacetic acids
Ohkoshi, Masashi,Michinishi, Jun-Ya,Hara, Shoji,Senboku, Hisanori
experimental part, p. 7732 - 7737 (2010/10/21)
Electrochemical carboxylation of benzylic carbonates was successfully performed as an alternative method for the synthesis of phenylacetic acids by using a one-compartment cell equipped with a Pt plate cathode and an Mg rod anode in CH3CN to afford the corresponding phenylacetic acids in good yields.
Iridium-catalyzed, regio- and enantioselective allylic substitution with aromatic and aliphatic sulfinates
Ueda, Mitsuhiro,Hartwig, John F.
supporting information; experimental part, p. 92 - 94 (2010/03/04)
"Chemical Equation Presented" The iridium-catalyzed allylation of sodium sulfinate to form branched allylic sulfones is reported. The reactions between various sodium sulfinates and achiral allylic carbonates occur in good yields, with high selectivity fo
