Highly chemoselective oxidative dimerization of indolosesquiterpene alkaloids: a biomimetic approach to dixiamycin-Reference-Cited by-同舟云学术

Highly chemoselective oxidative dimerization of indolosesquiterpene alkaloids: a biomimetic approach to dixiamycin

Published:2024 Issue:24 Volume:15 Page:9164-9172
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Munda Mintu¹^ORCID,Mondal Ayan²^ORCID,Roy Nanda Kishore²^ORCID,Murmu Ranjit²^ORCID,Niyogi Sovan²^ORCID,Bisai Alakesh¹²^ORCID

Affiliation:

1. Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhopal 462 066, Madhya Pradesh, India

2. Department of Chemistry, Indian Institute of Science Education and Research Kolkata, Mohanpur Campus, Kalyani, Nadia 741 246, West Bengal, India

Abstract

A late-stage biomimetic highly chemoselective oxidative dimerization of naturally occurring indolosesquiterpene alkaloids, xiamycin A (5) and xiamycin A methylester (14), led to the concise total syntheses of dixiamycin (3) and dixiamycin methylester (15), respectively.

Funder

Science and Engineering Research Board

Ministry of Education, India

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC01396D

Reference35 articles.

1. Oxidative coupling strategies for the synthesis of indole alkaloids

2. Direct Coupling of Indoles with Carbonyl Compounds: Short, Enantioselective, Gram-Scale Synthetic Entry into the Hapalindole and Fischerindole Alkaloid Families

3. Total Synthesis of (−)-Calycanthine via Iron-Catalyzed Stereoselective Oxidative Dimerization

4. Iron‐Catalyzed Biomimetic Dimerization of Tryptophan‐Containing Peptides

5. Sesquiterpenyl indoles

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