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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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TL;DR: The triol (I), whose synthesis via the butenolide template method is reported in the preceding paper, is used as starting material for the synthesis of the title compound (II) as mentioned in this paper.
Abstract: The triol (I), whose synthesis via the butenolide template method is reported in the preceding paper, is used as starting material for the synthesis of the title compound (VII).
104 citations
TL;DR: A triazene-based synthetic strategy for the construction of the complex biaryl ethers and a Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of vancomycin, which already contains the complete skeleton of the target compound.
Abstract: A triazene-based synthetic strategy for the construction of the complex biaryl ethers and a Suzuki coupling reaction were the key steps in the synthesis of precursor 1 of the aglycon of vancomycin, which already contains the complete skeleton of the target compound. The cleavage of the triazene unit from the D ring and the removal of the other protecting groups led to the aglycon of vancomycin. These strategies should be particularly valuable for the synthesis of other naturally occurring glycopeptide antibiotics and offer opportunities for the synthesis of combinatorial libraries of compounds of the vancomycin family for chemical biology studies.
104 citations
TL;DR: Biological screening of selected synthesized compounds led to the discovery of a number of nanomolar antipoliovirus agents and several low-micromolar anti- Plasmodium falciparum lead compounds.
Abstract: An improved sulfenylation method for the preparation of epidithio-, epitetrathio-, and bis-(methylthio)diketopiperazines from diketopiperazines has been developed. Employing NaHMDS and related bases and elemental sulfur or bis[bis(trimethylsilyl)amino]trisulfide (23) in THF, the developed method was applied to the synthesis of a series of natural and designed molecules, including epicoccin G (1), 8,8′-epi-ent-rostratin B (2), gliotoxin (3), gliotoxin G (4), emethallicin E (5), and haematocin (6). Biological screening of selected synthesized compounds led to the discovery of a number of nanomolar antipoliovirus agents (i.e., 46, 2,2′-epi-46, and 61) and several low-micromolar anti-Plasmodium falciparum lead compounds (i.e., 46, 2,2′-epi-46, 58, 61, and 1).
104 citations
TL;DR: In this article, a novel radical-initiated polyolefinic cyclization approach to linear condensed cyclopentanoids is reported, executed in three stages: (1) Sn2′-anti opening of a vinyl lactone, (2) rapid elaboration to a cyclization precursor, and (3) single step tandem radical cyclization to produce a cis-anticis tricyclo[3.3.0]undecane.
104 citations
TL;DR: The total synthesis of telomestatin was achieved, and its absolute configuration was determined to be (R), and it was found that the CD spectrum was in good agreement with that of the natural product.
104 citations