Metal‐free stereoselective synthesis of tetrahydropyrans bearing adjacent quaternary and tertiary stereocenters by acid mediated cyclization
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DOI: 10.1002/ajoc.202400096
Abstract: A convenient route for the preparation of tetrahydropyran (THP) derivatives with a quaternary and tertiary vicinal stereocenters is reported. The atom economy acid‐catalyzed cyclization of allylsilyl alcohols provided polysubstituted tetrahydropyrans in good yields and excellent… read more here.
Keywords: quaternary tertiary; metal free; cyclization; stereoselective synthesis ... See more keywords
Highly Diastereoselective Synthesis of Oxindoles Containing Vicinal Quaternary and Tertiary Stereocenters by a Domino Heck/Decarboxylative Alkynylation Sequence.
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DOI: 10.1021/acs.orglett.2c01517
Abstract: A palladium-catalyzed domino Heck/decarboxylative alkynylation reaction of trisubstituted alkenes or enamines is reported. For two different types of substrates, the current domino reaction employing different solvents and bases led to 3,3-disubstituted oxindoles and hydropyrimidinyl spirooxindoles… read more here.
Keywords: vicinal quaternary; containing vicinal; domino heck; heck decarboxylative ... See more keywords
Synthesis of γ-Butyrolactones with Chiral Quaternary-Tertiary Stereocenters via Catalytic Asymmetric Mukaiyama-Michael Addition.
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DOI: 10.1021/acs.orglett.4c03373
Abstract: A catalytic asymmetric Mukaiyama-Michael reaction of silyl ketene acetals (SKAs) with α- or β-substituted α,β-unsaturated pyrazolamides was realized with N,N'-dioxide/nickel(II) complex catalysts. Bidentate coordination of the substrate to the catalyst and elongation of the ligand… read more here.
Keywords: mukaiyama michael; quaternary tertiary; tertiary stereocenters; asymmetric mukaiyama ... See more keywords