88981-42-4Relevant articles and documents
Five-Step Enantioselective Synthesis of Islatravir via Asymmetric Ketone Alkynylation and an Ozonolysis Cascade
Patel, Niki R.,Huffman, Mark A.,Wang, Xiao,Ding, Bangwei,McLaughlin, Mark,Newman, Justin A.,Andreani, Teresa,Maloney, Kevin M.,Johnson, Heather C.,Whittaker, Aaron M.
supporting information, p. 14118 - 14123 (2020/10/06)
A 5-step enantioselective synthesis of the potent anti-HIV nucleoside islatravir is reported. The highly efficient route was enabled by a novel enantioselective alkynylation of an α,β-unsaturated ketone, a unique ozonolysis-dealkylation cascade in water,
Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones
Zhou, Jianhui,Li, Jian,Li, Yazhou,Wu, Chenglin,He, Guoxue,Yang, Qiaolan,Zhou, Yu,Liu, Hong
supporting information, p. 7645 - 7649 (2018/12/11)
In the present study, a novel synthetic strategy to directly produce versatile 3-acylindoles through Rh(III)-catalyzed C-H activation and annulation cascade of N-phenylamidines with α-Cl ketones was developed, in which α-Cl ketones serve as unusual one-carbon (sp3) synthons. This strategy features high regioselectivity, efficiency, wide substrate tolerance, and mild reaction conditions, which further underscore its synthetic utility in drug molecule synthesis.
Synthesis of α,β-unsaturated α′-haloketones through the chemoselective addition of halomethyllithiums to Weinreb amides
Pace, Vittorio,Castoldi, Laura,Holzer, Wolfgang
, p. 7764 - 7770 (2013/09/02)
A straightforward synthesis of variously functionalized α,β-unsaturated α′-haloketones has been achieved through the chemoselective addition of halomethyllithium carbenoids to Weinreb amides at -78 C. A comparative study employing the corresponding esters under the same reaction conditions pointed out that the instability of the tetrahedral intermediate formed from the latter is responsible for the observed formation of carbinols instead of the desired haloketones.