Stereoselective Synthesis of Angularly Methylated Trans Fused Hydrindanone by Conjugate Reduction

Tetsuo Tsuda Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan

Tadashi Kawamoto Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan

Yoshiyuki Kumamoto Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan

Takeo Saegusa Department of Synthetic Chemistry, Faculty of Engineering, Kyoto University, Kyoto, Japan

Abstract

The reducing reagent consisting of methylcopper, diiso-butylaluminum hydride and hexamethylphosphoric triamide causes the stereoselective trans conjugate reduction of the hydrindenone 1 to produce predominantly the angularly methylated trans fused hydrindanone 3.

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Stereoselective Synthesis of Angularly Methylated Trans Fused Hydrindanone by Conjugate Reduction

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Stereoselective Synthesis of Angularly Methylated Trans Fused Hydrindanone by Conjugate Reduction

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