《Diversified Transformations of Tetrahydroindolizines to Construct Chiral 3-Arylindolizines and Dicarbofunctionalized 1,5-Diketones》 was published in Journal of the American Chemical Society in 2020. These research results belong to Zhang, Dong; Su, Zhishan; He, Qianwen; Wu, Zhikun; Zhou, Yuqiao; Pan, Chenjing; Liu, Xiaohua; Feng, Xiaoming. SDS of cas: 5437-45-6 The article mentions the following:
Enantioselective diverse synthesis of a small-mol. collection with structural and functional similarities or differences in an efficient manner is an appealing but formidable challenge. Asym. preparation and branching transformations of tetrahydroindolizines in succession present a useful approach to the construction of N-heterocycle-containing scaffolds with functional group, and stereochem. diversity. Herein, we report a breakthrough toward this end via an initial diastereo- and enantioselective [3 + 2] cycloaddition between pyridinium ylides and enones, following diversified sequential transformations. Chiral N,N’-dioxide-earth metal complexes enable the generation of optically active tetrahydroindolizines in situ, across the strong background reaction for racemate-formation. In connection with deliberate sequential transformations, involving convenient rearom. oxidation, and light-active aza-Norrish II rearrangement, the tetrahydroindolizine intermediates were converted into the final library including 3-arylindolizine derivatives and dicarbofunctionalized 1,5-dicarbonyl compounds More importantly, the stereochem. of four-stereogenic centered tetrahydroindolizine intermediates could be efficiently transferred into axial chirality in 3-arylindolizines and vicinal pyridyl and aryl substituted 1,5-diketones. In addition, densely functionalized cyclopropanes and bridged cyclic compounds were also discovered depending on the nature of the pyridinium ylides. Mechanism studies were involved to explain the stereochem. during the reaction processes. After reading the article, we found that the author used Benzyl 2-bromoacetate(cas: 5437-45-6SDS of cas: 5437-45-6)
Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.SDS of cas: 5437-45-6
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary