123749-03-1Relevant articles and documents
Stereoselective Additions of Chiral α-Sulfinyl Ketimine Anions to Ene Esters. Asymmetric Syntheses of Indoloquinolizidine and Yohimban Alkaloids
Hua, Duy H.,Bharathi, S. Narasimha,Panangadan, Jagath A. K.,Tsujimoto, Atsuko
, p. 6998 - 7007 (2007/10/02)
The in-situ 1,4-addition/ring-closure reactions of chiral α-sulfinyl ketimine anions with acyclic and cyclic ene esters offer a simple, convenient route for the construction of chiral cyclic alkaloids having a nitrogen-atom ring juncture.Asymmetric induction in the conjugate-addition reaction of the carbanions derived from α-sulfinyl ketimines possessing chiral sulfur with various cyclic and acyclic ene esters, subsequent ring-closure reaction, and reduction of the resulting β-sulfinyl enamides were utilized in the syntheses of (-)-1,2,3,4,6,7,12,12b-octahydroindoloquinolizine , (-)-alloyohimban , (+)-3-epi-alloyohimban , and (-)-yohimban .