Synthesis of tetracyclic spiroindolines by an interrupted Bischler–Napieralski reaction: total synthesis of akuammicine-Reference-Cited by-同舟云学术

Synthesis of tetracyclic spiroindolines by an interrupted Bischler–Napieralski reaction: total synthesis of akuammicine

Published:2021 Issue:44 Volume:19 Page:9641-9644
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Faltracco Matteo¹^ORCID,Ruijter Eelco¹^ORCID

Affiliation:

1. Department of Chemistry & Pharmaceutical Sciences, Amsterdam Institute of Molecular & Life Sciences (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands

Abstract

The interrupted Bischler–Napieralski reaction of β,γ-unsaturated tryptamides affords tetracyclic spiro pyrroloindolines, which can be used in the total synthesis of the Strychnos alkaloid, akuammicine.

Funder

Nederlandse Organisatie voor Wetenschappelijk Onderzoek

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB01966J

Reference47 articles.

1. Cascade Reactions in Total Synthesis

2. Advances in polycyclization cascades in natural product synthesis

3. Biosynthesis of tetronasin: Part 3 preparation of deuterium labelled tri- and tetraketides as putative biosynthetic precursors of tetronasin

4. Synthesis of the acyltetronic acid ionophore tetronasin (ICI M139603)

5. Hexacyclinic acid, a Polyketide fromStreptomyces with a Novel Carbon Skeleton

Cited by 2 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. Enantioselective Total Synthesis of (−)‐Limaspermidine and (−)‐Kopsinine by a Nitroaryl Transfer Cascade Strategy;Angewandte Chemie International Edition;2022-09-12

2. Enantioselective Total Synthesis of (−)‐Limaspermidine and (−)‐Kopsinine by a Nitroaryl Transfer Cascade Strategy;Angewandte Chemie;2022-09-12