Synlett 1992; 1992(3): 201-203
DOI: 10.1055/s-1992-21313
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.

Synthetic Studies Towards Aranorosin

Alexander McKillop* , Lee McLaren, Richard J. K. Taylor, Robert J. Watson, Norman Lewis
  • *School of Chemical Sciences, University of East Anglia, Norwich NR4 7TJ, England
Further Information

Publication History

Publication Date:
08 March 2002 (online)

Hypervalent iodine reagents have been employed for the conversion of tyrosine derivatives 4a-d, 5 into 3-substituted 1-oxaspiro[4.5]deca-6,9-diene-2,8-diones 3a-d, 6, which are precursors for aranorosin synthesis. Model studies have been carried out to investigate cyclohexadienone epoxidation: dimethyldioxirane has been found to produce mono- 7, 8 and diepoxides 9,10 in good overall yield.