Stereoselective synthesis of 12,13-cyclopropyl-epothilone B and side-chain-modified variants |
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Authors: | Schiess Raphael Gertsch Jürg Schweizer W Bernd Altmann Karl-Heinz |
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Affiliation: | Swiss Federal Institute of Technology (ETH) Zu?rich, HCI H405, Wolfgang-Pauli-Str. 10, CH-8093 Zu?rich, Switzerland. |
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Abstract: | A general strategy has been devised for the stereoselective synthesis of 12,13-cyclopropyl-epothilone B and side-chain-modified variants thereof, which relies on late stage introduction of the heterocycle through Wittig olefination of ketone 14. Formation of the macrocycle was achieved through RCM-based ring closure and introduction of the cyclopropane moiety involved a highly selective Charette cyclopropanation of allylic alcohol 7. |
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