Royal Society of Chemistry (RSC)
Organic and Biomolecular Chemistry
,  volume 19 ,  issue 16 ,  pages 3551-3568

Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies

Publication type: Journal Article
Publication date: 2021-03-24
Royal Society of Chemistry (RSC)
scimago Q2
wos Q2
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
DOI:  10.1039/d0ob02577a
PubMed ID:  33908430
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Biomimetic natural product synthesis is generally straightforward and efficient because of its established feasibility in nature and utility in comprehensive synthesis, and the cost-effectiveness of naturally derived starting materials. On the other hand, nonbiomimetic strategies can be an important option in natural product synthesis since (1) nonbiomimetic synthesis offers more flexibility and can demonstrate the originality of chemists, and (2) the structures of derivatives accessible by nonbiomimetic synthesis can be considerably different from those that are synthesised in nature. This review summarises nonbiomimetic total syntheses of indole alkaloids using alkyne chemistry for constructing core structures, including ergot alkaloids, monoterpene indole alkaloids (mainly corynanthe, aspidosperma, strychnos, and akuammiline), and pyrroloindole and related alkaloids. To clarify the differences between alkyne-based strategies and biosynthesis, the alkynes in nature and the biosyntheses of indole alkaloids are also outlined.
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GOST |
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GOST Copy
Ohno H. et al. Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 16. pp. 3551-3568.
GOST all authors (up to 50) Copy
Ohno H., Inuki S. Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 16. pp. 3551-3568.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1039/d0ob02577a
UR - https://xlink.rsc.org/?DOI=D0OB02577A
TI - Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies
T2 - Organic and Biomolecular Chemistry
AU - Ohno, Hiroaki
AU - Inuki, Shinsuke
PY - 2021
DA - 2021/03/24
PB - Royal Society of Chemistry (RSC)
SP - 3551-3568
IS - 16
VL - 19
PMID - 33908430
SN - 1477-0520
SN - 1477-0539
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2021_Ohno,
author = {Hiroaki Ohno and Shinsuke Inuki},
title = {Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies},
journal = {Organic and Biomolecular Chemistry},
year = {2021},
volume = {19},
publisher = {Royal Society of Chemistry (RSC)},
month = {mar},
url = {https://xlink.rsc.org/?DOI=D0OB02577A},
number = {16},
pages = {3551--3568},
doi = {10.1039/d0ob02577a}
}
MLA
Cite this
MLA Copy
Ohno, Hiroaki, et al. “Nonbiomimetic total synthesis of indole alkaloids using alkyne-based strategies.” Organic and Biomolecular Chemistry, vol. 19, no. 16, Mar. 2021, pp. 3551-3568. https://xlink.rsc.org/?DOI=D0OB02577A.