Download PDF
Synlett 1991; 1991(4): 283-284
DOI: 10.1055/s-1991-20709
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.

Stereoselective Synthesis of the C13-C19 Fragment of the Cytotoxic Marine Products Calyculins; Part 11

Osamu Hara* , Yasumasa Hamada, Takayuki Shioiri
  • *Faculty of Pharmaceutical Sciences, Nagoya City University, Tanabe-dori, Mizuho-ku, Nagoya 467, Japan
Further Information

Publication History

Publication Date:
07 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The stereoselective synthesis of the C13-C19 fragment 2b [(7S)-hexahydro-5-hydroxy-7-methoxy-3,3-dimethyl-2-oxofuro-[3,2-b]pyran] of the cytotoxic marine products calyculins (1 or their antipodes) from potassium (R)-2,3-O-isopropylideneglycerate (3) has been completed utilizing stereoselective hydrogenation of the 5-substituted tetronic acid derivative 8 [(5S)-5-(tert-butyldimethylsiloxymethyl)-4-hydroxy-3-methyl-2(5H)-furanone] and the stereoselective allylation of the furanose aldehyde 12 [(2S,3R)-3-benzyloxy-5-methoxy-4,4-dimethyltetrahydrofuran-2-carbaldehyde].

      >