Synthesis of lycopodium alkaloids

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Synthesis of lycopodium alkaloids

CHAPTER ONELycopodium Alkaloids - Synthetic Highlights and Recent DevelopmentsPeter Siengalewicz, Johann Mulzer, Uwe Rinner1Institute of Organic Chemi

Synthesis of lycopodium alkaloids istry. University of Vienna. Wahringer Slra&e 38. 1090Vienna. Austria ’Corresponding aurhor: E mail: tJWi'.rinncr@uiiivic.ac.arContents1Introduction22

General Background43Isolation of Lycopodium Alkaloids and Their Biological Properties63.1.Lycopodine Group63.2.Fawcettimine Group123.3.Lycodine Group1 Synthesis of lycopodium alkaloids

23.4.Miscellaneous Alkaloids (Phlegmarine Group)124Total Synthesis of Lycopodium Alkaloids - Historic Aspects124.1.First Synthesis of the Lycopodine S

Synthesis of lycopodium alkaloids

keleton: (±)-12-epi-Lycopodine(Wiesner, 1967)254.2.The Quest for Lycopodine: Syntheses of Stork and Ayer, 1968264.2.1.(±)-Lycopodine; Heathcock, I978i

CHAPTER ONELycopodium Alkaloids - Synthetic Highlights and Recent DevelopmentsPeter Siengalewicz, Johann Mulzer, Uwe Rinner1Institute of Organic Chemi

Synthesis of lycopodium alkaloids Magellanine, (+)-Magellaninone; Overman, 1993’1'345I Ota I Synthesis of lycopodium Alkaloids - Recent Developments365.1.I ycopodine Group365.1.ỉ. Iyco

podine/C.lavolonine/Deacelyllawcetíiine/A( etylíavvc.eUiiỉKỉ/7-Hydroxyly(OfX)dine365.2.Fawcettimine Group515.2./. FaW( etlimine/Fawc el I idine/l yc o Synthesis of lycopodium alkaloids

powrramine 8 and C/Phlegmariurine A/l y( oflexine/Huper/ine 0515.2.2.Sieboldine745.2.3.5erralinine/8-Deoxy<>erfalinine/8erral(’/omineA805.2.4.Iyroplad

Synthesis of lycopodium alkaloids

ine A/lycopơserramine R845.2.5.Magellanine/Magellinanone/Paniculatine915.3.I ycodine Group965.3.1.Iy< (xJine/C.omplanadine A965.3.2.HuperzineA1035.3.3

CHAPTER ONELycopodium Alkaloids - Synthetic Highlights and Recent DevelopmentsPeter Siengalewicz, Johann Mulzer, Uwe Rinner1Institute of Organic Chemi

Synthesis of lycopodium alkaloids '.t1

CHAPTER ONELycopodium Alkaloids - Synthetic Highlights and Recent DevelopmentsPeter Siengalewicz, Johann Mulzer, Uwe Rinner1Institute of Organic Chemi