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Chemical synthesis of optically active cis-cyclohexa-3,5-diene-1,2-diols and their 5-2H-derivatives

✍ Scribed by Takeshi Hanazawa; Sentaro Okamoto; Fumie Sato

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 64 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01014-0

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✦ Synopsis

A variety of optically active 3-substituted cis-cyclohexane-3,5-dien-1,2-diol acetonides were readily prepared from chiral 5-(tert-butyldimethylsilyloxy)-2-cyclohexenone through a seven-step reaction in good overall yield. The synthesis also allowed preparation of the acetonide having an 2 H-atom at the 5-position.

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