Journal of Organic Chemistry p. 7033 - 7037 (1994)
Update date:2022-08-03
Topics:
Snyder, Lawrence
Shen, Wang
Bornmann, William G.
Danishefsky, Samuel J.
The total syntheses of compounds 2 and 3 are described.Key departures from previous routes to camptothecin from these laboratories involved (i) early incorporation of C2 oxygen (see compound 9) and (ii) recourse to a Heck vinylation for installation of a hydroxymethyl equivalent on the pyridone (see transformation 15 -> 16).The final compounds are of considerable interest in that they are the most drastically modified E ring systems which retain topoisomerase I inhibitory function.
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