Atorvastatin remains one of the most important commercial pharmaceuticals in use today. Although m�nchnones provide an attractive route to synthesize the pyrrole core, previous attempts in model compounds have been unable to provide a highly regioselective cyclization. Our synthesis utilizes a late-stage, functionality-dense, regioselective 1,3-dipolar cyclization to yield atorvastatin. Details of the effect of various electron-deficient alkenes and alkynes on regioselectivity will be discussed.

Total synthesis of atorvastatin via a regioselective m[uuml]nchnone cyclization

244th National Meeting (2012)

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