Carbon-carbon bond formation by the reaction of organolithiums with α-lithiated cyclic enol ethers. Stereoselective synthesis of β- and γ-hydroxy di- and tri-substituted alkenes
1991; Elsevier BV; Volume: 32; Issue: 42 Linguagem: Inglês
10.1016/s0040-4039(00)79422-6
ISSN1873-3581
AutoresThinh Nguyen, Ei‐ichi Negishi,
Tópico(s)Asymmetric Synthesis and Catalysis
Resumoα-Lithiation of dihydrofuran, benzofuran, and dihydropyran followed by treatment with various organolithiums stereoselectively produces in good yields the corresponding ring-opened (E)-alkenyllithiums, i.e., (E)-β(or γ)-hydroxy-ω-alkenyl-ω-lithioalkenes, the lithium atom of which can be readily replaced with H, D, or C groups, such as CO2 and Me.
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