PDF herunterladen
Synlett 1997; 1997(8): 911-912
DOI: 10.1055/s-1997-962
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Stereocontrolled Synthesis of a Trihydroxylated Indolizidine Alkaloid, 1-Deoxycastanospermine

Hidemi Yoda* , Tomohito Nakajima, Kunihiko Takabe
  • *Department of Molecular Science, Faculty of Engineering, Shizuoka University, Hamamatsu 432, Japan, Fax: 81 53 478 1189; E-mail: tchyoda@eng.shizuoka.ac.jp
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
31. Dezember 2000 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

An efficient and novel process is described for the asymmetric synthesis of (6S,7R,8R,8aR)-6,7,8-trihydroxyindolizidine alkaloid, 1-deoxycastanospermine in 22% overall yield based on the C2-imide featuring the completely stereoselective reduction of an α-hydroxypyrrolidine intermediate elaborated through asymmetric deoxygenation of a quaternary α-hydroxylactam.

indolizidine alkaloid - 1-deoxycastanospermine - deoxygenation - α-hydroxypyrrolidine - C2-imide