Spiro annulation of cage polycycles via Grignard reaction and ring-closing metathesis as key steps
نویسندگان
چکیده
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.
منابع مشابه
Design and synthesis of novel bis-annulated caged polycycles via ring-closing metathesis: pushpakenediol
Intricate caged molecular frameworks are assembled by an atom economical process via a Diels-Alder (DA) reaction, a Claisen rearrangement, a ring-closing metathesis (RCM) and an alkenyl Grignard addition. The introduction of olefinic moieties in the pentacycloundecane (PCUD) framework at appropriate positions followed by RCM led to the formation of novel heptacyclic cage systems.
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