122744-21-2Relevant academic research and scientific papers
NEW CHIRAL RECOGNITION OF CHIRAL TIN(II) ENOLATES TOWARD CYCLIC ACYL IMINIUM SPECIES. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE
Nagao, Yoshimitsu,Dai, Wei-Min,Ochiai, Masahito
, p. 6133 - 6136 (1988)
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).
DIASTEREOSELECTIVE ALKYLATION OF CHIRAL TIN(II) ENOLATES ONTO CYCLIC ACYL IMINIUM IONS. ASYMMETRIC TOTAL SYNTHESIS OF (-)-SUPINIDINE
Nagao, Yoshimitsu,Dai, Wei-Min,Ochiai, Masahito,Shiro, Motoo
, p. 6361 - 6380 (2007/10/02)
The scope and mechanism of the asymmetric alkylation of chiral tin(II) enolate 10 with cyclic acyl iminium ion 5 were investigated.An application of the reaction to the asymmetric synthesis of (-)-supinidine was also achieved.
