Efficient Syntheses of Quinolizidine-Type Poison-Frog Alkaloids via Michael-Type Conjugate Addition-Reference-Cited by-同舟云学术

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Efficient Syntheses of Quinolizidine-Type Poison-Frog Alkaloids via Michael-Type Conjugate Addition

Published:2018-04 Issue:4 Volume:42 Page:227-232
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Zhou De-Jun¹,Zhai Yang-Yang¹,Kong Ji-Chuan¹,Wang Zhen-Hui¹,Gong Xue-Yun¹,Huang Mei¹,Yin Shu-Qiang¹²

Affiliation:

1. Medical School, Henan Polytechnic University, Jiaozuo 454000, Henan Province, P.R. China

2. Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, Guangdong Province, P.R. China

Abstract

Efficient and flexible syntheses of 1,4-disubstituted quinolizidine-type poison-frog alkaloids using the highly stereoselective Michael-type conjugate addition reaction as the key step are described. The 1,4-disubstituted quinolizidine poison-frog alkaloids 233A, 235U and 251AA are reported.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/174751918X15242471686137

Reference24 articles.

1. Alkaloids from Amphibian Skin: A Tabulation of Over Eight-Hundred Compounds

2. Formal Syntheses of 5,8-Disubstituted Indolizidine Alkaloids (–)-205A, (–)-207A, and (–)-235B

3. Bioactive alkaloids of frog skin: Combinatorial bioprospecting reveals that pumiliotoxins have an arthropod source

4. Convergent evolution of chemical defense in poison frogs and arthropod prey between Madagascar and the Neotropics

5. Interacting amino acid replacements allow poison frogs to evolve epibatidine resistance

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