fischerindole and indole

fischerindole has been researched along with indole* in 2 studies

Other Studies

2 other study(ies) available for fischerindole and indole

Article	Year
Stereodivergent Total Synthesis of Hapalindoles, Fischerindoles, Hapalonamide H, and Ambiguine H Alkaloids by Developing a Biomimetic, Redox-Neutral, Cascade Prins-Type Cyclization. Organic letters, 2018, 10-19, Volume: 20, Issue:20 A stereoselective, redox-neutral, Brønsted acid-catalyzed cascade Prins-type cyclization between indole and aldehyde is described to access several structurally diverse indole terpenoid scaffolds in a single step. Applying this concept, stereodivergent total syntheses of nine hapalindole-type alkaloids are accomplished. Key transformations include allylation using geometrically isomeric allylboronic acid followed by a p-toluenesulfonic acid mediated deprotection-cyclization cascade. Topics: Aldehydes; Benzenesulfonates; Biomimetics; Boronic Acids; Cyclization; Indole Alkaloids; Indoles; Oxidation-Reduction	2018
Direct coupling of indoles with carbonyl compounds: short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families. Journal of the American Chemical Society, 2004, Jun-23, Volume: 126, Issue:24 The invention of a method for the direct union of indoles and carbonyl compounds (ketones, amides, esters) is described. Using this new method, a short, enantioselective, gram-scale and protecting group-free synthetic entry to the fischerindole and hapalindole indole alkaloid family has been achieved from carvone and indole. Total syntheses of (+)-hapalindole Q and (-)-12-epi-fischerindole U isothiocyanate are reported. The absolute stereochemistry of the latter natural product has also been determined. Topics: Aldehydes; Alkaloids; Cyclohexane Monoterpenes; Indoles; Molecular Structure; Monoterpenes; Stereoisomerism; Terpenes	2004

Article

Year

Stereodivergent Total Synthesis of Hapalindoles, Fischerindoles, Hapalonamide H, and Ambiguine H Alkaloids by Developing a Biomimetic, Redox-Neutral, Cascade Prins-Type Cyclization.

Organic letters, 2018, 10-19, Volume: 20, Issue:20

A stereoselective, redox-neutral, Brønsted acid-catalyzed cascade Prins-type cyclization between indole and aldehyde is described to access several structurally diverse indole terpenoid scaffolds in a single step. Applying this concept, stereodivergent total syntheses of nine hapalindole-type alkaloids are accomplished. Key transformations include allylation using geometrically isomeric allylboronic acid followed by a p-toluenesulfonic acid mediated deprotection-cyclization cascade.

Topics: Aldehydes; Benzenesulfonates; Biomimetics; Boronic Acids; Cyclization; Indole Alkaloids; Indoles; Oxidation-Reduction

2018

Direct coupling of indoles with carbonyl compounds: short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families.

Journal of the American Chemical Society, 2004, Jun-23, Volume: 126, Issue:24

The invention of a method for the direct union of indoles and carbonyl compounds (ketones, amides, esters) is described. Using this new method, a short, enantioselective, gram-scale and protecting group-free synthetic entry to the fischerindole and hapalindole indole alkaloid family has been achieved from carvone and indole. Total syntheses of (+)-hapalindole Q and (-)-12-epi-fischerindole U isothiocyanate are reported. The absolute stereochemistry of the latter natural product has also been determined.

Topics: Aldehydes; Alkaloids; Cyclohexane Monoterpenes; Indoles; Molecular Structure; Monoterpenes; Stereoisomerism; Terpenes

2004