Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps
Sambasivarao Kotha1, Mohammad Saifuddin1, Rashid Ali1
1Department of Chemistry, Indian Institute of Technology-Bombay, Powai, Mumbai-400 076, India, .
Abstract:
A simple synthetic strategy to C 2-symmetric bis-spiro-pyrano cage compound 7 involving ring-closing metathesis is reported. The hexacyclic dione 10 was prepared from simple and readily available starting materials such as 1,4-naphthoquinone and cyclopentadiene. The synthesis of an unprecedented octacyclic cage compound through intramolecular Diels-Alder (DA) reaction as a key step is described. The structures of three new cage compounds 7, 12 and 18 were confirmed by single crystal X-ray diffraction studies.
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