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2. Main hurdles for synthesis Stereoselective introduction of the side chain at C17 with the proper stereochemistry at C24
Accommodation of the acetoxyl group on C16 in the context of the C3, C7, and C11 hydroxy groups
Introduction of a 6-keto-7ß-hydroxy subunit
Proper stereochemistry on the C11 hydroxy group.
5. Mechanism of the Luche Reduction
CeCl3 is a selective Lewis acid catalyst for the methanolysis of sodium borohydride. The resulting reagents, various sodium methoxyborohydrides, are harder reducing agents (according to HSAB principles) and therefore effect an 1,2-reduction with higher selectivity. Mechanism of the Luche Reduction
CeCl3 is a selective Lewis acid catalyst for the methanolysis of sodium borohydride. The resulting reagents, various sodium methoxyborohydrides, are harder reducing agents (according to HSAB principles) and therefore effect an 1,2-reduction with higher selectivity.
9. Synthesis of Vinyl Iodide