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A diastereoselective radical to polar crossover sequence for the synthesis of the isolaurinterols and aplysins

✍ Scribed by David C. Harrowven; Matthew C. Lucas; Peter D. Howes

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
152 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Total syntheses of aplysin 1. debromoaplysin 2, aplysinol 3. debromoaplysinol 4, isoaplysin 5. isolaurinterol 6 and debromoisolaurinterol 7 am described. Key features am a diastereoselective radical to pol ar crossover sequence to transform di ne 8 into debromoisolaurinterol 7 and a series of biomimetic cyclisation and oxidation reactions.

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