March 7, 1995
View Full PaperA Novel Intramolecular Heck Reaction: Synthesis of a Cholesterol ‐ Baccatin III Hybrid
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Abstract
Despite strong repulsion between the methyl groups, the intramolecular Heck reaction of cyclohexenyl trifluoromethanesulfonate 1, available from 5-α-cholestan-3-one, proceeds in 50% yield. The product of the Heck reaction can be converted in a few subsequent steps into the cholesterol-baccatin III hybrid 2.
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Masters et al. (Tue,) studied this question.