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April 1, 1990Bulletin of the Chemical Society of Japan

Preparation of Optically Pure (3S,5S)- and (3R,5R)-2,6-Dimethyl-3,5-heptanediol

Takashi Sügimura Masato Yoshikawa Tohru Yoneda Akira Tai

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Abstract

Optically pure 2,6-dimethyl-3,5-heptanediol (1), a new chiral auxiliary, has been prepared by the enantiodifferentiating hydrogenation of 2,6-dimethyl-3,5-heptanedione over tartaric acid–NaBr–modified Raney nickel catalyst (TA–NaBr–MRNi), and the preferential recrystallization of the hydrogenation product. Absolute configuration of 1 was determined to be 3S, 5S by the chemical correlation with (−)-ethyl (S)-3-hydroxy-4-methylpentanoate.

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Sügimura et al. (1990) studied this question.

synapsesocial.com/papers/6a991fd908ab6325d2e124ea https://doi.org/10.1246/bcsj.63.1080

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