Strain-release transformations of bicyclo[1.1.0]butanes and [1.1.1]propellanes
Qianqian Hu, Jie Chen, Yang Yang et al. · 28 Feb 2024
Bicyclo[1.1.0]butanes (BCBs) and [1.1.1]propellanes (tricyclo[1.1.1.01,3]pentanes, TCPs) are structurally unique compounds with different chemical properties. Strain-release driven reactions have emerged as an atom- and step-economic strategy for the organic synthesis. Using this strategy, a variety of functional ring molecules have been efficiently synthesized, including various cyclobutane molecules, bicyclo[2.1.1]hexanes, bicyclo[1.1.1]pentanes, and others. More specifically, these strain release-driven…
Axially chiral alkenes: Atroposelective synthesis and applications
San Wu, Shao‐Hua Xiang, Jun Kee Cheng et al. · 1 Mar 2022
Axial chirality is historically epitomized by biaryl compounds containing rotationally impeded aryl-aryl linkage. As the field of atroposelective catalysis advances, the synthesis and application of less common scaffolds such as alkenes have now come to the fore. The manifestation of axial chirality in aryl alkenes was hypothesized in 1928 and the first resolution was achieved…
Organocatalytic asymmetric synthesis of bioactive hexahydropyrrolo[2,3-b]indole-containing tetrasubstituted allenes bearing multiple chiral elements
Jing‐Yi Wang, Shuming Zhang, Xian‐Yang Yu et al. · 3 Feb 2022
An organocatalytic asymmetric construction of hexahydropyrrolo[2,3-b]indole-containing tetrasubstituted allene scaffolds bearing both axial chirality and central chirality has been established via a cascade 1,8-addition/dearomatization-cyclization reaction of para-aminophenyl propargylic alcohols with tryptamines in the presence of chiral phosphoric acid (CPA), thus affording a wide range of such tetrasubstituted allenes bearing multiple chiral elements in generally good yields…
Recent advances in copper-catalyzed asymmetric propargylic substitution
Meng‐Die Li, Xinru Wang, Tao‐Yan Lin · 3 Jul 2024
Copper-catalyzed enantioselective propargylic substitution has become an increasingly reliable strategy to construct stereogenic centers over the past two decades. Currently, various catalytic systems and reaction modes have been developed for the synthesis of different chiral propargylic frameworks. Therein, stereochemical control can be achieved either through the nucleophilic addition at the γ-site of the copper-allenylidene intermediate,…
Total synthesis of antiviral drug, nirmatrelvir (PF-07321332)
Chandra Shekhar, Rajesh Nasam, Siva Ramakrishna Paipuri et al. · 19 Oct 2022
The emergence and rapid spread of coronavirus disease 2019 (COVID-19), a potentially fatal disease, caused by severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2), has swiftly led to public health crisis worldwide. Hence vaccines and antiviral therapeutics are an important part of the healthcare response to combat the ongoing threat by COVID-19. Here, we report an efficient…
