Tetrahedron Asymmetry p. 1657 - 1666 (1995)
Update date:2022-09-26
Topics:
Zhu, Guoxin
Lu, Xiyan
Under the catalysis of Pd(II) in the presence of CuX2 and LiX, 1'-substituted allylic 2-alkynoates undergo stereoselective cyclization affording β, γ-disubstituted α-alkylidene-γ-butyrolactones with cis or trans relative configurations.A highly efficient hydrogenation reaction of the cyclization product afforded a trans-α, β-disubstituted-γ-butyrolactone in quantitative yield with high stereoselectivity.Isohomopilopic acid which can be converted into isopilocarpine was synthesized using this methodology by further transformation.
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