Enantiospecific Formation of Trans 1,3-Disubstituted Tetrahydro-β-carbolines by the Pictet−Spengler Reaction and Conversion of Cis Diastereomers into Their Trans Counterparts by Scission of the C-1/N-2 Bond-Reference-Cited by-同舟云学术

Enantiospecific Formation of Trans 1,3-Disubstituted Tetrahydro-β-carbolines by the Pictet−Spengler Reaction and Conversion of Cis Diastereomers into Their Trans Counterparts by Scission of the C-1/N-2 Bond

Published:1997-01-01 Issue:1 Volume:62 Page:44-61
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Cox Eric D.,Hamaker Linda K.,Li Jin,Yu Peng,Czerwinski Kevin M.,Deng Li,Bennett Dennis W.,Cook James M.,Watson William H.,Krawiec Mariusz

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo951170a

Reference42 articles.

1. Whaley, W. M.; Govindachari, T. R. InOrganic Reactions; Adams, R., Ed.; John Wiley and Sons: New York, 1951; Vol. VI, pp 151−190. Czerwinski, K. M.; Cook, J. M. InAdvances in Heterocyclic Natural Products Synthesis; Pearson, W., Ed.; JAI Press: Greenwich, CT, 1996; Vol. 3, pp 217−277. Hamaker, L. H.; Cook, J. M. InAlkaloids: Chemical and Biological Perspectives; Pelletier, S. W., Ed.; Elsevier Science: New York, 1995; Vol. 9, pp 23−85.

2. Über die Bildung von Isochinolin‐derivaten durch Einwirkung von Methylal auf Phenyl‐äthylamin, Phenyl‐alanin und Tyrosin

3. Über die Synthese von Carbolinderivaten

4. Stereospecific synthesis of trans-1,3-disubstituted-1,2,3,4-tetrahydro-.beta.-carbolines

5. Enantiospecific total synthesis of the ajmaline related alkaloids (-)-suaveoline, (-)-raumacline, and (-)-Nb-methylraumacline

Cited by 121 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Tandem Asymmetric Cycloaromatization/ Intramolecular Pictet‐Spengler‐Type Reaction. An Entry to Polycyclic Pyrroles;Advanced Synthesis & Catalysis;2022-08-02

2. An improved total synthesis of griseofamine A;Tetrahedron Letters;2021-03

3. Inverted Binding of Non-natural Substrates in Strictosidine Synthase Leads to a Switch of Stereochemical Outcome in Enzyme-Catalyzed Pictet–Spengler Reactions;Journal of the American Chemical Society;2020-01-07

4. The C-19 methyl substituted sarpagine-macroline-ajmaline alkaloids: Diversity, occurrence, bioactivity, and synthesis;Bioactive Natural Products;2020

5. Total Synthesis and Antibacterial Activity Evaluation of Griseofamine A and 16-epi-Griseofamine A;Organic Letters;2019-03-19