NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE

DOI: 10.1016/S0040-4039(00)82286-8

Source and publish data:

Tetrahedron Letters p. 6133 - 6136 (1988)

Update date:2022-08-02

Topics:

Authors:

Nagao, Yoshimitsu

Dai, Wei-Min

Ochiai, Masahito

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Article abstract of DOI:10.1016/S0040-4039(00)82286-8

Diastereoselective alkylation of chiral tin(II) enolates 1 onto cyclic acyl iminium ion 7 proceeded in a different chiral recognition mode from the case of 1 onto cyclic acyl imines 3.This new diastereoselective alkylation was efficiently utilized for an asymmetric total synthesis of (-)-supinidine (20).

Full text of DOI:10.1016/S0040-4039(00)82286-8

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