Dithioallyl cation (3 + 2) cycloadditions under aprotic reaction conditions: rapid access to spiro-fused cyclopentane scaffolds

Author:

Degroote Frederick1ORCID,Denoo Bram1,Ryckaert Bram1,Callebaut Brenda1,Van Hecke Kristof2ORCID,Hullaert Jan1,Winne Johan M.1ORCID

Affiliation:

1. OSgroup, Department of Organic and Macromolecular Chemistry, Ghent University, Krijgslaan 281-S4, 9000 Ghent, Belgium

2. XStruct, Department of Chemistry, Ghent University, Krijgslaan 281-S3, 9000 Ghent, Belgium

Abstract

Acid-sensitive conjugated alkenes can be transformed into attractive spirocarbocycles, using a newly developed mild generation mode of (thio)allyl cations giving a regio- and stereoselective carbocationic cascade reaction.

Funder

Fonds Wetenschappelijk Onderzoek

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

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