Construction of seven- and eight-membered carbocycles by Lewis acid catalyzed C(sp)-H bond functionalization

We achieved a concise construction of seven- and eight-membered carbocycles via Lewis acid catalyzed C(sp 3 )-H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven- and eight-membered carbocycles with good chemica...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2019-11, Vol.55 (92), p.13856-13859
Main Authors: Otawa, Yuna, Mori, Keiji
Format: Article
Language:English
Subjects:
Chemical reactions
Crystallography
Hydrogen bonds
Lewis acid
Organic chemistry
Substrates
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Summary:We achieved a concise construction of seven- and eight-membered carbocycles via Lewis acid catalyzed C(sp 3 )-H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven- and eight-membered carbocycles with good chemical yields starting from substrates with high conformational freedom. Concise construction of seven- or eight-membered carbocycles was accomplished by Lewis acid catalyzed C(sp 3 )-H bond functionalization.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc08074k