The synthesis of benzannulated spiroketals from 1,1-diacyl-2-phenylcyclopropanes

[Display omitted] •Donor-acceptor cyclopropanes are useful building blocks in synthesis.•Benzannulated spiroketals were accessed from donor-acceptor cyclopropanes.•Stereochemically rich 5,5 and 6,5-benzanulated spiroketals were synthesised. A new method to access benzannulated spiroketals from 1,1-d...

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Veröffentlicht in:Tetrahedron letters 2021-04, Vol.69, p.152984, Article 152984
Hauptverfasser: Gai, Sinan, Henneveld, Jackson S., Cording, Andrew P., Badart, Michael P., Lucas, Nigel T., Hawkins, Bill C.
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Sprache:eng
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Zusammenfassung:[Display omitted] •Donor-acceptor cyclopropanes are useful building blocks in synthesis.•Benzannulated spiroketals were accessed from donor-acceptor cyclopropanes.•Stereochemically rich 5,5 and 6,5-benzanulated spiroketals were synthesised. A new method to access benzannulated spiroketals from 1,1-diacyl phenylcyclopropanes is described. The method provides rapid access to 5,5 and 5,6-benzannulated spiroketals in low to moderate yields and with moderate to good diastereoselectivity.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2021.152984