An asymmetric total synthesis of sanjoinine G1

A convergent total synthesis of sanjoinine G1 (I), a 14-membered cyclopeptide alkaloid was described. Formation of aryl alkyl ether bond with concomitant construction of macrocycle by way of an intramol. SNAr reaction was the key step in this synthesis. Only two conventional peptide coupling steps were required for the prepn. of the cyclization precursor. [on SciFinder (R)]


Published in:
Tetrahedron Letters, 40, 1, 83-86
Year:
1999
Keywords:
Note:
CAN 130:209969
34-3
Amino Acids, Peptides, and Proteins
Institut de Chimie des Substances Naturelles, CNRS,Gif-sur-Yvette,Fr.
Journal
0040-4039
written in English.
217495-61-9P; 221004-72-4P; 221004-77-9P Role: BYP (Byproduct), PREP (Preparation) (asym. total synthesis of sanjoinine G1); 10148-70-6 ((2S,3S)-3-Hydroxyleucine); 17469-89-5 (N,N-Dimethyl-L-phenylalanine); 221004-71-3 Role: RCT (Reactant), RACT (Reactant or reagent) (asym. total synthesis of sanjoinine G1); 87421-21-4P; 202478-35-1P; 221004-68-8P; 221004-69-9P; 221004-70-2P; 221004-73-5P; 221004-74-6P; 221004-75-7P; 221004-76-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (asym. total synthesis of sanjoinine G1); 107462-36-2P (Sanjoinine G1) Role: SPN (Synthetic preparation), PREP (Preparation) (asym. total synthesis of sanjoinine G1)
Laboratories:




 Record created 2010-11-25, last modified 2018-03-17


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