The first optically active anti-Bredt rule compound, (–)-(5S)-bicyclo[3.3.1]non-1-ene (4) was prepared from (–)-(1R,3S)-cis-3-hydroxycyclohexanecarboxylic acid (5).
M. Nakazaki, K. Naemura and S. Nakahara, J. Chem. Soc., Chem. Commun., 1979, 82 DOI: 10.1039/C39790000082
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