Synthesis of Pyrenolide D Analogues

Abstract

We present a short, enantiospecific synthesis of four hydroxylated analogues of pyrenolide D from d-glucose based on furan oxidative spirocyclisation.

Key words

butenolides - furans - lactones - oxidations - spiro compounds

References and Notes

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7

Lomas, A.; Robertson, J. unpublished results.

15

All reactions were run at 20 ˚C except where stated.

20

NMR assignments are numbered according to carbohydrate conventions (as Figure  [¹] ). Only strong or characterising IR peaks are given.