Nicolaou Taxol Total Synthesis - Tail Addition

Tail Addition

As shown in Scheme 7, Ojima lactam 7.1 reacted with alcohol 7.2 with sodium bis(trimethylsilyl)amide as a base. This alcohol is the triethylsilyl ether of the naturally occurring compound baccatin III. The related compound, 10-deacetylbaccatin III, is found in Taxus baccata, also known as the European Yew, in concentrations of 1 gram per kilogram leaves. Removal of the triethylsilyl protecting group gave Taxol.

Scheme 7

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