Synthesis of (L)-4-Fluorotryptophan
A new synthesis of stereochemically pure (L)-4-fluorotryptophan [i.e., (2S)-4-fluorotryptophan] in seven steps from 4-fluoroindole is described. A key reaction in the synthetic strategy is a diastereoselective alkylation of the Schollkopf chiral auxiliary with a fluorinated electrophile. All reaction steps are efficient and proceed in at least 80% yield.
MSU Digital Commons Citation
Konas, David; Seci, Drilona; and Tamimi, Safa, "Synthesis of (L)-4-Fluorotryptophan" (2012). Department of Chemistry and Biochemistry Faculty Scholarship and Creative Works. 36.