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Syntheses of 5-hexadecanolide, 6-acetoxy-5-hexadecanolide and tanikolide
Chang, Meng-Yang,Lin, Chien-Lun,Chen, Shui-Tein
, p. 787 - 794 (2007/10/03)
Total syntheses of 5-hexadecanolide (1), 6-acetoxy-5-hexadecanolide (2) and tanikolide (3) are described. 1-Bromoundecane (4) and 5-benzyl-1-pentanal (5) were chosen as starting materials. Wittig olefination and Grignard addition 4 and 5 afforded the 16-carbon skeleton, which underwent a series of functional group transformations to give δ-lactone derivatives 1, 2 and 3.
