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Preparation of O-1∼C-6 and O-7∼C-14 fragments of colletodiol

✍ Scribed by Hironori Tsutsui; Oyo Mitsunobu

Book ID
104233556
Publisher
Elsevier Science
Year
1984
Tongue
French
Weight
241 KB
Volume
25
Category
Article
ISSN
0040-4039

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✦ Synopsis

5S,2E)-5-Tetrahydropyranyloxy-2-hexenoic acid and p-toluenesulfonylethyl (l+R,5R,7R,2E)-7-hydroxy-4,5-dimethylmethylenedioxy-2-octenoate were prepared from ethyl acetoacetate and D-glucose, respectively.

Colletodiol, a metabolite of the plant pathogen, Colletotrichum capsici, was isolated by Grove et al. 1) and shown to be a 14-membered cyclic dilactone, The absolute configuration has been determined to be 6R, llR, 12R, 14R by Amstutz, Hungerbiihler, and Seebach. 2) In this communication, we wish to report the prepa-

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