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A new synthesis of the vernolepin a-ring

✍ Scribed by Robin D. Clark; Clayton H. Heathcock

Book ID
104234891
Publisher
Elsevier Science
Year
1974
Tongue
French
Weight
120 KB
Volume
15
Category
Article
ISSN
0040-4039

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✦ Synopsis

The sesquiterpene bis-lactone vernolepin (1) shows significant cytotoxic and anti-tumor activity.

1 Grieco has recently outlined a rather lengthy synthesis of 2, which constitutes a model for rings A and B of vernolepin. 2 In connection with our own interest in this problem, we have devised a much more efficient synthesis of 2.

πŸ“œ SIMILAR VOLUMES

Synthesis of sesquiterpene antitumor lac
Synthesis of sesquiterpene antitumor lactone I a new synthesis of the cis-fused Ξ΄-valerolactone AB ring model in vernolepin and vernomenin
✍ Takeshi Wakamatsu; Hiromu Hara; Yoshio Ban πŸ“‚ Article πŸ“… 1979 πŸ› Elsevier Science 🌐 French βš– 240 KB

Reactlon of (5) with chloromethyl methyl ether undergoes successively stereo and regioselectlve alkylatlon. Compound (6) was subsequently transformed to the cls-fused angular vinyl 6-valerolactone (7). Vernolepln (1) and vernomenin (2), 1 novel elemanollde bls-a-methylenelactones, are the malor con