One-pot reductive coupling of N-acylcarbamates with activated alkenes: application to the asymmetric synthesis of pyrrolo[1,2-a]azepin-5-one ring system and (−)-xenovenine

2012 ◽  
Vol 10 (6) ◽  
pp. 1275-1284 ◽  
Author(s):  
Xue-Kui Liu ◽  
Xiao Zheng ◽  
Yuan-Ping Ruan ◽  
Jie Ma ◽  
Pei-Qiang Huang
Keyword(s):  
Asymmetric Synthesis ◽  
Ring System ◽  
Reductive Coupling ◽  
One Pot

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

Reductive Coupling of Terpenic Allylic Halides Catalyzed by Cp2TiCl:  A Short and Efficient Asymmetric Synthesis of Onocerane Triterpenes

2005 ◽  
Vol 7 (12) ◽  
pp. 2301-2304 ◽  
Author(s):  
Alejandro F. Barrero ◽  
M. Mar Herrador ◽  
José F. Quílez del Moral ◽  
Pilar Arteaga ◽  
Jesús F. Arteaga ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Reductive Coupling ◽  
Allylic Halides

Multistep One-Pot Reactions Combining Biocatalysts and Chemical Catalysts for Asymmetric Synthesis

ACS Catalysis ◽  
2013 ◽  
Vol 3 (12) ◽  
pp. 2856-2864 ◽  
Author(s):  
Carl A. Denard ◽  
John F. Hartwig ◽  
Huimin Zhao
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot

Asymmetric synthesis of dihydrocarbazoles through Friedel-Crafts alkylation/annulation sequential reaction of indoles

2021 ◽  
Author(s):  
Linfeng Hu ◽  
Weidi Cao ◽  
Kaixuan Wang ◽  
Xiaohua Liu ◽  
Xiaoming Feng
Keyword(s):  
Asymmetric Synthesis ◽  
One Pot ◽  
Sequential Reaction

An enantioselective tandem Friedel-Crafts alkylation/annulation of indoles with diazoacetoacetate enones is realized in one pot. A series of dihydrocarbazoles were obtained in moderate yields with good to excellent ee values...

Stereoselective One-Pot Method for the Introduction of an Amino Group to a Cyclohexane Ring. Preparation of the Octahydroisobenzofuro[7a,1-d]oxazole Ring System

Synthesis ◽  
1992 ◽  
Vol 1992 (12) ◽  
pp. 1261-1264 ◽  
Author(s):  
Kenji Saito ◽  
Hideo Takagi ◽  
Makoto Yamamoto ◽  
Kazutoshi Yamada
Keyword(s):  
Ring System ◽  
Cyclohexane Ring ◽  
Amino Group ◽  
One Pot ◽  
Oxazole Ring

Synthesis of Pyrazolofuropyrazine via One-Pot SNAr Reaction and Intramolecular Direct C–H Arylation

Synthesis ◽  
2018 ◽  
Vol 50 (07) ◽  
pp. 1493-1498 ◽  
Author(s):  
Shinichiro Fuse ◽  
Hiroyuki Nakamura ◽  
Megumi Inaba ◽  
Shinichi Sato ◽  
Manjusha Joshi
Keyword(s):  
Drug Discovery ◽  
Rapid Development ◽  
Ring System ◽  
Biologically Active ◽  
Drug Candidate ◽  
One Pot ◽  
Ring Systems ◽  
Drug Candidates ◽  
Fused Ring ◽  
Snar Reaction

Fused-ring systems containing heterocycles are attractive templates for drug discovery. Biologically active 6-5-5+6 fused-ring systems that possess heterocycles are available, but these require a relatively large number of synthetic steps for preparation. Therefore, pyrazolofuropyrazine was designed as a 6-5-5+6 ring system template that incorporates ready accessibility for drug discovery. Pyrazolofuropyrazines were successfully constructed in only a few steps via one-pot SNAr reaction/intramolecular C–H direct arylation. As a drug candidate, pyrazolofuropyrazine has earned a favorable LogP, although significant biological activity has yet to be established; the ready accessibility of pyrazolofuropyrazine template, however, offers an opportunity for the rapid development of promising new drug candidates.

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