Download PDF
Synlett 1991; 1991(8): 579-580
DOI: 10.1055/s-1991-21983
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.

A New Stereoselective Approach to Oxygenated Carbocycles: Asymmetric Synthesis of the Cyclohexyl Fragment of FK-506

Keiji Maruoka* , Susumu Saito, Takashi Ooi, Hisashi Yamamoto
  • *Department of Applied Chemistry, Nagoya University, Chikusa, Nagoya 464-01, Japan
Further Information

Publication History

Publication Date:
07 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

A general synthetic method for oxygenated carbocycles has been demonstrated which involves the stereocontrolled intramolecular ene reaction of oxygenated δ,ε-unsaturated aldehydes with methylaluminum bis(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR). This strategy is successfully applied to the asymmetric synthesis of the cyclohexyl fragment [(1R,3R,4R)-4-benzyloxy-3-methoxycyclohexanecarbaldehyde] of immunosuppressive FK-506.

      >