Intramolecular Methylation of an Allyl Sulfone via Lithium Alkoxyaluminate; Application to the Enantioselective Synthesis of the CD Ring of Vitamin D<sub>3</sub>
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Abstract
Alcohol-directed intramolecular methylation of an enantiopure allyl sulfone using AlMe<sub>3</sub> provides a <i>trans</i>-hydrindane CD ring alcohol. The substrate <i>cis-</i>CD ring allyl sulfone alcohol is prepared via intramolecular allyl sulfonyl anion addition to aldehyde using Ba(OH)<sub>2</sub>