Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides | Zendy

Gillian Laidlaw | Zendy; V. Franckevicius | Zendy

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Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides

Author(s) -

Gillian Laidlaw,

V. Franckevicius

Publication year - 2021

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.1c04075

Subject(s) - stereocenter , tsuji–trost reaction , chemistry , palladium , catalysis , alkylation , sulfonyl , allylic rearrangement , combinatorial chemistry , enantioselective synthesis , organic chemistry , alkyl

A palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides via linear enolate intermediates from racemic starting materials has been developed. This process installs an α-sulfonyl tetrasubstituted stereogenic center with high enantioselectivity. The potential to transform the alkylated products to novel types of enantioenriched spirocycles for medicinal chemistry applications has also been demonstrated.

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