Topic
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: A transition-metal-free intramolecular dehydrohalide coupling via intramolescular homolytic aromatic substitution (HAS) with aryl radicals has been developed in the presence of potassium tert-butoxide and an organic molecule as the catalyst.
112 citations
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TL;DR: The total synthesis of dl-prostaglandin F1 alpha and its methyl ester is reported and structural formulas and step by step procedure for all intermediates are presented in the text.
112 citations
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112 citations
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TL;DR: The combined use of cinchona alkaloid based amine and chiral phosphoric acid enabled the asymmetric alkylation reaction of 3-hydroxyoxindoles with aldehydes to give 3,3'-disubstituted oxindoles in excellent enantioselectivities, which allows for the enantiOSElective total synthesis of (+)-gliocladin C in 12 steps.
Abstract: 12-step program: The combined use of cinchona alkaloid based amine and chiral phosphoric acid enabled the asymmetric alkylation reaction of 3-hydroxyoxindoles with aldehydes to give 3,3'-disubstituted oxindoles in excellent enantioselectivities, which allows for the enantioselective total synthesis of (+)-gliocladin C in 12 steps from 3-hydroxyoxindole with 19 % overall yield (see scheme; PMB = para-methoxybenzyl).
112 citations
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TL;DR: The total synthesis of the title compound (1), starting with (R)-(−)-α-phellandrene (6), has been accomplished as discussed by the authors, which rigorously proves the relative stereochemical relationship of the diterpenoid and carbohydrate domains of eleutherobin.
Abstract: The total synthesis of the title compound (1), starting with (R)-(−)-α-phellandrene (6), has been accomplished. The synthesis rigorously proves the relative stereochemical relationship of the diterpenoid and carbohydrate domains of eleutherobin. Key reactions included a Nozaki−Kishi ring closure to produce a furanophane (see 37 → 38), a pyranose to furanose transposition (see 50 → 47), and a novel oxycarbaglycosidation (cf. 58 → 87) for joining the two domains.
112 citations