𝔖 Bobbio Scriptorium
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Total synthesis of (±)-podophyllotoxin and (±)-epipodophyllotoxin.

✍ Scribed by J. Van der Eycken; P. De Clercq; M. Vandewalle

Book ID
104222465
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
261 KB
Volume
26
Category
Article
ISSN
0040-4039

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Enantioselective total synthesis of (−)-
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An enantioselective total synthesis of (-)-epipodophyllotoxin (2) and hence of (-)-podophyllotoxin (I) is described, involving as key steps a conjugate addition on butenolide 13 as the chiral template, a stereoselective aldol condensation on lla and a stereoselective ring closure of 8.

Total synthesis of (±) podophyllotoxin
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✍ T Kaneko; H Wong 📂 Article 📅 1987 🏛 Elsevier Science 🌐 French ⚖ 166 KB

A straightforward approach to podophyllotoxin was developed using silyl enol ether 5. Podophyllotoxin (1) is a lignan isolated from Podophyllum peltatum and p. ml. It is a potent inhibitor of microtubule assembly and a key intermediate of an antitumor agent, etoposide (2)'. Although there have bee