macroline and phosphine

macroline has been researched along with phosphine* in 1 studies

Other Studies

1 other study(ies) available for macroline and phosphine

Article	Year
An application of the phosphine-catalyzed [4 + 2] annulation in indole alkaloid synthesis: formal syntheses of (+/-)-alstonerine and (+/-)-macroline. Organic letters, 2005, Sep-15, Volume: 7, Issue:19 [reaction: see text] An application of the phosphine-catalyzed [4 + 2] annulation in the formal synthesis of alstonerine and macroline is reported. A phosphine-catalyzed [4 + 2] reaction between imine 7a and allene 8 formed the D ring of the target indole alkaloids. A subsequent intramolecular Friedel-Crafts acylation provided the C ring of the bridged tetracycle. Deprotection, followed by methylation of the bridged nitrogen, deoxygenation of the C6 ketone, and reduction of the C16 carbethoxy group provided the previously known intermediate 3. Topics: Acetates; Amaryllidaceae Alkaloids; Boronic Acids; Catalysis; Crystallography, X-Ray; Ethers; Indole Alkaloids; Models, Molecular; Molecular Structure; Nitrogen; Oxindoles; Phosphines; Rhodium; Stereoisomerism	2005

Article

Year

An application of the phosphine-catalyzed [4 + 2] annulation in indole alkaloid synthesis: formal syntheses of (+/-)-alstonerine and (+/-)-macroline.

Organic letters, 2005, Sep-15, Volume: 7, Issue:19

[reaction: see text] An application of the phosphine-catalyzed [4 + 2] annulation in the formal synthesis of alstonerine and macroline is reported. A phosphine-catalyzed [4 + 2] reaction between imine 7a and allene 8 formed the D ring of the target indole alkaloids. A subsequent intramolecular Friedel-Crafts acylation provided the C ring of the bridged tetracycle. Deprotection, followed by methylation of the bridged nitrogen, deoxygenation of the C6 ketone, and reduction of the C16 carbethoxy group provided the previously known intermediate 3.

Topics: Acetates; Amaryllidaceae Alkaloids; Boronic Acids; Catalysis; Crystallography, X-Ray; Ethers; Indole Alkaloids; Models, Molecular; Molecular Structure; Nitrogen; Oxindoles; Phosphines; Rhodium; Stereoisomerism

2005