Title: Isomerization and functionalization of 2:1 Diels–Alder adducts of cyclopentadiene and p -benzoquinone: Applications to polycycles via ring-closing metathesis and ring-opening metathesis as key steps
Abstract: Five stereochemically different 2:1 Diels–Alder adducts were prepared starting with cyclopentadiene and p-benzoquinone. Separately, these adducts were treated with an excess amount of base and allyl bromide to deliver two different tetra-allylated products. These allyl derivatives gave the corresponding mono-propellane derivatives on metathesis sequence. Five Diels–Alder adducts on treatment with Grubbs ruthenium catalysts delivered the corresponding mono- and di-ring-opened metathesis products. Structures of three functionalized adducts were determined by single-crystal X-ray diffraction studies.
Publication Year: 2017
Publication Date: 2017-02-15
Language: en
Type: article
Indexed In: ['crossref']
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Cited By Count: 10
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