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A new route for the construction of the AB-ring core of Taxol

โœ Scribed by Yumi Shimada; Makoto Nakamura; Toshimasa Suzuka; Junji Matsui; Ryo Tatsumi; Ken Tsutsumi; Tsumoru Morimoto; Hideo Kurosawa; Kiyomi Kakiuchi

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
114 KB
Volume
44
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A new method for the construction of the AB-ring core of Taxol was developed utilizing a new skeletal transformation protocol as a pivotal step. The acid-catalyzed rearrangement of the cyclopentenone-allene photoadduct gave a bridged seven-membered ketone, which was easily transformed, using the intramolecular Suzuki reaction and the oxidative cleavage of the vicinal diol, to the bicyclic diketone.

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