Total synthesis of 8,9-Dehydro-Epothilone C [Elektronische Ressource] = Totale Synthese von 8,9-Dehydro-Epothilon C / von Noviandi Meta Adityawarman

Total Synthesis Of 8,9-Dehydro-Epothilone C Total Synthese von 8,9-Dehydro-Epothilon C Dissertation zur Erlangung des akademischen Grades doctor rerum naturalium (Dr. rer. nat.) von M.Sc. Noviandi Meta Adityawarman geboren am 19.11.1979 in Jakarta, Indonesien genehmight durch die Fakultät für Verfahrens-und Systemtechnik der Otto-von-Guericke Universität Magdeburg Gutachter: Prof. Dr. Dieter Schinzer Junior-Prof. Edgar Haak eingericht am: 09.04.2010 Promotionskolloquium am: 31.05.2010 Total Synthesis Of 8,9-Dehydro-Epothilone C Total Synthese von 8,9-Dehydro-Epothilon C DISSERTATION Der Fakultät für Verfahrens- und Systemtechnik der Otto-von-Guericke-Universität Magdeburg zur Erlangung des akademischen Grades doctor rerum naturalium (Dr. rer. nat.) 2010 Von Noviandi Meta Adityawarman Aus Indonesien ABSTRAKT / ABSTRACT: OHSONOO OH 98 The total synthesis of 8,9-dehydro-epothilone C (98) is reported. Compound 98 has been prepared employing a convergent strategy that is based on the consecutive assembly of building blocks 41, 58, and 88 into diene 95 and subsequent RCM-mediated macrocycle formation. The aldol reaction between aldehyde 88 and ketone 58 delivered the required 6R, 7S diastereoisomer 89 with moderate selectivity.