Download PDF
Synlett 1999; 1999(4): 426-428
DOI: 10.1055/s-1999-2644
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 (1R,3R,4S)- and (1S,3R,4S)-3,4-diaminocyclopentanols

Yousheng Guan* , Mark A. Green, Donald E. Bergstrom
  • *Department of Medicinal Chemistry and Molecular Pharmacology, Purdue University, West Lafayette, IN 47906, USA; E-mail: bergstrom@pharmacy.purdue.edu
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Cis-syn and cis-anti-3,4-diaminocyclopentanols have been synthesized from cyclopentadiene in eight steps. The key transformations involved construction of benzyl ether protected cis-diazidocyclopentanols, and sequential reduction and hydrogenolysis to the unprotected diaminocyclopentanols.

stereocontrolled synthesis - vicinal diamine - diaminocyclopentanol - diazide reduction - debenzylation