Phosphine-promoted intramolecular Rauhut-Currier/Wittig reaction cascade to access (hetero)arene-fused diquinanes.

Autor:	Maurya JP; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S. A. S. Nagar, Punjab 140306, India. ramsastry@iisermohali.ac.in., Swain SS; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S. A. S. Nagar, Punjab 140306, India. ramsastry@iisermohali.ac.in., Ramasastry SSV; Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, S. A. S. Nagar, Punjab 140306, India. ramsastry@iisermohali.ac.in.
Jazyk:	angličtina
Zdroj:	Organic & biomolecular chemistry [Org Biomol Chem] 2024 Jul 17; Vol. 22 (28), pp. 5718-5723. Date of Electronic Publication: 2024 Jul 17.
DOI:	10.1039/d4ob00984c
Abstrakt:	We describe the first phosphine-promoted intramolecular Rauhut-Currier reaction that triggers an intramolecular Wittig process assembling new classes of diquinanes. The one-pot strategy provides ready access to simple diquinanes and various (hetero)arene-fused diquinanes incorporated with up to two contiguous all-carbon quaternary centers under metal-free and neutral conditions. We showcased the generality of the method on a broad range of substrates and demonstrated its synthetic utility in accessing various advanced intermediates relevant to natural product synthesis and material science.
Databáze:	MEDLINE
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