Alkaloid Synthesis Using Organocatalysts
- PMID: 29455834
- DOI: 10.1016/bs.alkal.2017.12.001
Alkaloid Synthesis Using Organocatalysts
Abstract
This chapter covers the literature since the advent, in the 21st century, of total syntheses of alkaloids using enantio- or diastereoselective organocatalytic reactions to construct the alkaloid scaffolds. The details of these alkaloid syntheses are described separately for each basic skeleton, including indole, indoline, oxindole, and piperidine alkaloids.
Keywords: Diastereoselective reaction; Domino reaction; Enantioselective reaction; Organocatalyst; Total synthesis.
© 2018 Elsevier Inc. All rights reserved.
Similar articles
-
Alkaloid synthesis using chiral secondary amine organocatalysts.Org Biomol Chem. 2016 Jan 14;14(2):409-424. doi: 10.1039/c5ob02021b. Org Biomol Chem. 2016. PMID: 26625722 Review.
-
Enantioselective syntheses of the alkaloids cis-195A (pumiliotoxin C) and trans-195A based on multiple applications of asymmetric catalysis.J Org Chem. 2012 Jan 20;77(2):1186-90. doi: 10.1021/jo202241b. Epub 2011 Dec 30. J Org Chem. 2012. PMID: 22175856
-
Intramolecular dearomative oxidative coupling of indoles: a unified strategy for the total synthesis of indoline alkaloids.Acc Chem Res. 2015 Mar 17;48(3):702-11. doi: 10.1021/ar5004303. Epub 2015 Feb 10. Acc Chem Res. 2015. PMID: 25667972
-
Total Syntheses of Lycopodium and Monoterpenoid Indole Alkaloids Based on Biosynthesis-Inspired Strategies.Chem Pharm Bull (Tokyo). 2020;68(2):103-116. doi: 10.1248/cpb.c19-00872. Chem Pharm Bull (Tokyo). 2020. PMID: 32009077 Review.
-
Merging asymmetric Henry reaction with organocatalytic cascade reaction for the construction of a chiral indolizidine alkaloid skeleton.J Org Chem. 2015 Feb 6;80(3):1446-56. doi: 10.1021/jo502379v. Epub 2015 Jan 17. J Org Chem. 2015. PMID: 25562620
Cited by
-
Organocatalyst-mediated five-pot synthesis of (-)-quinine.Nat Commun. 2022 Dec 7;13(1):7503. doi: 10.1038/s41467-022-34916-z. Nat Commun. 2022. PMID: 36477407 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Other Literature Sources