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Synfacts 2011(3): 0314-0314  
DOI: 10.1055/s-0030-1259427
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Stereoselective Preparation of Cycloheptane-1,3-diones

Contributor(s): Paul Knochel, Thomas Kunz
Y. Takada, K. Nomura, S. Matsubara*
Kyoto University, Japan
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Publication History

Publication Date:
16 February 2011 (online)

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Significance

Herein, the preparation of a cycloheptane ring from 1,2-diketones with high stereoselectivity is reported. The reaction of the diketone with bis(iodozincio)methane leads stereoselectively to the cis-divinylcyclopropane-1,2-diol, which is then transformed into the corresponding cycloheptane derivative via Cope rearrangement.