By Julius Stieglitz

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2. C-4/C-20/C-5 Functionalization The transannular cyclization of the 1,5-diene system of verticillanes gives a C-4 taxane cation. 15 [74]) of the natural taxoids. The further oxidative elaboration of the double bond, following or concomitant to C-5 oxygenation, has been the subject of much speculation, especially with regard to the formation of the oxetane ring (Figure 13). Potier's group has elaborated a synthetic procedure for the transformation of the 4a,5(z,20 triol system (A) into a 4-hydroxy-5~(20)-oxetane (B) [75], and a similar approach was also used by Danishefsky on a model compound [76].

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A Theory of Color Production II, Inorganic Compounds by Julius Stieglitz


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