Enantioselective Domino Reaction of 3-Vinylindole and p-Quinone Methides Enabled by Chiral Imidodiphosphoric Acids: Asymmetric Synthesis of Multisubstituted 3-Indolyl Cyclopenta[b]indoles

2021 ◽  
Author(s):  
Ji-Gang Gao ◽  
Xu-Kai Guan ◽  
Dong-Yang Sun ◽  
Heng Zhang ◽  
Wen-Hua Mi ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction ◽  
Quinone Methides

Tandem [3 + 2] Cycloaddition/1,4-Addition Reaction of Azomethine Ylides and Aza-o-quinone Methides for Asymmetric Synthesis of Imidazolidines

2017 ◽  
Vol 19 (19) ◽  
pp. 5236-5239 ◽  
Author(s):  
Hao Jia ◽  
Honglei Liu ◽  
Zhenyan Guo ◽  
Jiaxing Huang ◽  
Hongchao Guo
Keyword(s):  
Asymmetric Synthesis ◽  
Addition Reaction ◽  
Azomethine Ylides ◽  
Quinone Methides

scholarly journals Asymmetric Synthesis of 2,3-Dihydrobenzofurans by a [4+1] Annulation Between Ammonium Ylides and In Situ Generated o -Quinone Methides

2017 ◽  
Vol 23 (21) ◽  
pp. 5137-5142 ◽  
Author(s):  
Nicole Meisinger ◽  
Lukas Roiser ◽  
Uwe Monkowius ◽  
Markus Himmelsbach ◽  
Raphaël Robiette ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Quinone Methides

Organocatalytic Enantioselective Cycloaddition of o ‐Quinone Methides with Oxazolones: Asymmetric Synthesis of Dihydrocoumarins

2020 ◽  
Vol 5 (42) ◽  
pp. 13259-13262
Author(s):  
Kyeong Seop Kim ◽  
Jihoon Jang ◽  
Dae Young Kim
Keyword(s):  
Asymmetric Synthesis ◽  
Quinone Methides

Asymmetric synthesis of spiro-structural 2,3-dihydrobenzofurans via the bifunctional phosphonium salt-promoted [4 + 1] cyclization of ortho-quinone methides with α-bromoketones

2019 ◽  
Vol 6 (22) ◽  
pp. 3799-3803 ◽  
Author(s):  
Song Zhang ◽  
Xiaojun Yu ◽  
Jianke Pan ◽  
Chunhui Jiang ◽  
Hongsu Zhang ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Phosphonium Salt ◽  
Quinone Methides

A practical and scalable method for highly stereoselective construction of spiro-2,3-dihydrobenzofurans via cyclization of ortho-quinone methides and α-bromoketones by bifunctional phosphonium salt catalysis was developed.

Asymmetric Synthesis of 2,3,6-Trisubstituted Piperidines via Baylis–Hillman Adducts and Lithium Amide through Domino Reaction

Synlett ◽  
2019 ◽  
Vol 31 (06) ◽  
pp. 600-604 ◽  
Author(s):  
Mateo M. Salgado ◽  
Alejandro Manchado ◽  
Carlos T. Nieto ◽  
David Díez ◽  
Narciso M. Garrido
Keyword(s):  
Amino Acid ◽  
Asymmetric Synthesis ◽  
Claisen Rearrangement ◽  
Domino Reaction ◽  
Amino Acid Derivative ◽  
Side Chain ◽  
Lithium Amide ◽  
Stereochemical Control ◽  
Asymmetric Michael Addition ◽  
Polysubstituted Piperidines

A convenient asymmetric synthesis of methyl (2S,3S,6R)-6-(4-fluorophenyl)-2-(4-hydroxyphenyl)-piperidine-3-carboxylate is described, starting from Baylis–Hillman adducts. The route involves a domino process: allylic acetate rearrangement, stereoselective Ireland–Claisen rearrangement and asymmetric Michael addition, which provides a δ-amino acid derivative with full stereochemical control. A subsequent chemoselective transformation of one of the side-chain groups allows an effective cyclization leading to biologically interesting polysubstituted piperidines in which the 2,6-aryl groups could be attached sequentially.

ChemInform Abstract: Asymmetric Synthesis of Cyclopentanes Bearing Four Contiguous Stereocenters via an NHC-Catalyzed Michael/Michael/Esterification Domino Reaction.

ChemInform ◽  
2016 ◽  
Vol 47 (24) ◽  
Author(s):  
Tao Shu ◽  
Qijian Ni ◽  
Xiaoxiao Song ◽  
Kun Zhao ◽  
Tianyu Wu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Domino Reaction
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