Mukaiyama Taxol total synthesis overview from raw material perspective
The Mukaiyama taxol total synthesis published by the group of Teruaki Mukaiyama of the Tokyo University of Science between 1997 and 1999 was the 6th successful taxol total synthesis. The total synthesis of Taxol is considered a hallmark in organic synthesis.
This version is a linear synthesis with ring formation taking place in the order C, B, A, D. Contrary to the other published methods, the tail synthesis is by an original design. Teruaki Mukaiyama is an expert on aldol reactions and not surprisingly his Taxol version contains no less than 5 of these reactions. Other key reactions encountered in this synthesis are a pinacol coupling and a Reformatskii reaction. In terms of raw materials the C20 framework is built up from L-serine (C3), isobutyric acid (C4), glycolic acid (C2), methyl bromide (C1), methyl iodide (C1), 2,3-dibromopropene (C3), acetic acid (C2) and homoallyl bromide (C4).
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