Details

Autor(en) / Beteiligte

• Bouchard, H
• Pulicani, J.P
• Vuilhorgne, M
• Bourzat, J.D
• Commercon, A

Titel

Improved access to 19-nor-7-beta, 8-beta-methylene-taxoids and formation of a 7-membered C-ring analog of docetaxel by electrochemistry

Ist Teil von

• Tetrahedron letters, 1994-12, Vol.35 (52), p.9713-9716

Erscheinungsjahr

1994

Quelle

Access via ScienceDirect (Elsevier)

Beschreibungen/Notizen

• A new route to semisynthetic 19-nor-7 beta, 8 beta methylene taxoids, such as compound 8, from the 7-O-trifluoromethanesulfonyl derivative 6 is reported. Evidence for a dissociation of the triflate to form a carbocation at C-7 under the reaction conditions is presented. Electrochemical reduction of the cyclopropane taxoid 8 gives, besides the expected 10-dehydroxy-cyclopropane analog 10, the 7-membered C-ring derivative 11.