1.
Angew Chem Int Ed Engl
; 39(1): 213-215, 2000 Jan.
Article
in English
| MEDLINE
| ID: mdl-10649379
ABSTRACT
All three stereoisomers of the hexacyclic 3a,3a'-bispyrrolidino[2,3-b]indoline moiety found in complex indole alkaloids can be prepared, as illustrated by total syntheses of meso-chimonanthine (1) and (+)-chimonanthine (2). A rare example of high diastereoselectivity arising from the combination of a prostereogenic enolate with a chiral electrophile containing a sp(3) carbon atom is the key feature of the asymmetric synthesis of the C(2) stereoisomer.
2.