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Total synthesis

About: Total synthesis is a research topic. Over the lifetime, 25578 publications have been published within this topic receiving 489319 citations.


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Journal ArticleDOI
TL;DR: An electrochemical oxidative dimerization method was developed and applied as the pivotal step of the first total synthesis of dixiamycin B, providing entry into seldom explored chemical space.
Abstract: N–N-linked dimeric indole alkaloids represent an unexplored class of natural products for which chemical synthesis has no practical solution. To meet this challenge, an electrochemical oxidative dimerization method was developed, which was applied as the pivotal step of the first total synthesis of dixiamycin B. This method is also general for N–N dimerization of substituted carbazoles and β-carbolines, providing entry into seldom explored chemical space.

243 citations

Journal ArticleDOI
TL;DR: The (4+3)-cycloaddition of allylic cations to dienes is a powerful method for the direct synthesis of seven-membered rings and applications to the total synthesis of natural products and their analogues.

243 citations

Journal ArticleDOI
TL;DR: Use of the recently developed direct indole coupling enabled an efficient, practical, scalable, and protecting-group-free synthesis of each of the hapalindole family of natural products.
Abstract: Full details are provided for the total synthesis of several members of the hapalindole family of natural products, including hapalindole Q, 12-epi-hapalindole D, 12-epi-fischerindole U, 12-epi-fischerindole G, 12-epi-fischerindole I, and welwitindolinone A. Use of the recently developed direct indole coupling enabled an efficient, practical, scalable, and protecting-group-free synthesis of each of these natural products. The original biosynthetic proposal is reviewed, and a revised biosynthetic hypothesis is suggested, validated by the above syntheses. The syntheses are also characterized by an adherence to the concept of “redox economy”. Analogous to “atom economy” or “step economy”, “redox economy” minimizes the superfluous redox manipulations within a synthesis; rather, the oxidation state of intermediates linearly and steadily increases throughout the course of the synthesis.

243 citations

Journal ArticleDOI
TL;DR: In this paper, a method for the total asymmetric synthesis of the antitumor agent Taxol is described. And a method of forming Taxol from baccatin III and a β-amino acid is also demonstrated.
Abstract: A new method for the total asymmetric synthesis of antitumor agent Taxol is described. Baccatin III, a complex carbon framework, is synthesized by way of B to BC to ABC ring construction. Further, a method of forming Taxol from baccatin III and a β-amino acid is also demonstrated.

239 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
2023245
2022592
2021479
2020451
2019497
2018551