Development of Highly Stereoselective and Regioselective Reactions Based on the Alkyne-Co2(CO)6 Complexes

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Abstract
Highly syn-selective aldol reaction of the propynal-Co2(CO)6 complexes with silyl enol nucleophiles under the Mukaiyama conditions was developed. Based on the newly developed stereoselective reactions, we have succeeded in stereoselective syntheses of (±)-PS-5, (±)-blastmycinone, and (+)-bengamide E. On the second half in this Account, we describe the novel endo mode ring closure of the epoxy-alcohols via the corresponding cobalt complexes. In this cyclization, complete regioselectivity was attained and the reaction proceeded with retention of configuration at the propynyl position of tetrahydropyran and tetrahydrofuran derivatives.

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