Abstract

New annulation methodology based upon the addition of diorganocuprates to ⇌,β-unsaturated ketones and regiospecific trapping of the resulting enolate with ⇌-trimethylsilyl vinyl ketones is presented. The stereochemical details of the process have been elucidated and are discussed. Application of this methodology to the synthesis of a variety of polycyclic ketone structures is described including applications to steroid synthesis.

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