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Total Synthesis through Palladium-Catalyzed Bis-Cyclization of Propargyl Chlorides and Carbonates

  • Shinsuke Inuki
Chapter
Part of the Springer Theses book series (Springer Theses)

Abstract

Palladium(0)-catalyzed cyclization of propargyl chlorides and carbonates bearing hydroxy and benzamide groups as internal nucleophiles stereoselectively provides functionalized tetrahydrofuran. Cyclization reactivity is dependent on the relative configuration of the benzamide and leaving groups, and on the nature of the leaving groups. This bis-cyclization was used as the key step in a short-step total synthesis of pachastrissamine.

Keywords

Flash Chromatography Oily Residue Propargyl Alcohol Propargyl Bromide Rochelle Salt 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer 2012

Authors and Affiliations

  1. 1.Graduate School of Pharmaceutical SciencesKyoto UniversityKyotoJapan

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