
Tetrahedron Letters p. 3663 - 3666 (1991)
Update date:2022-08-03
Topics:
Shih
Holmes
Mrozik
Fisher
The Wittig condensation of (2R,3R,4E)-2,6-dimethyl-3-trimethylsilyloxy-4- heptenyltriphenylphosphorylidene with aldehyde 1 produced the desired cis olefin 11 in 45% yield. Treatment of this intermediate with pyridinium tosylate in methanol effected spiroketalization and desilylation with hydrogen fluoride-pyridine in THF afforded the avermectin-nemadectin hybrid 2.
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