110815-28-6Relevant articles and documents
A Regio- and stereocontrolled total synthesis of (-)-indolactam-V
Kogan, Timothy P.,Somers, Todd C.,Venuti, Michael C.
, p. 6623 - 6632 (2007/10/02)
(-)-Indolactam-V (IL-V) (1)-was prepared in 10 steps from L-tryptophan methyl ester in 17.1% overall yield. The key steps involve regiospecific thallation of the acylindole intermediate (4), followed by azide displacement and reduction to introduce the 13-amino group. Control of the C-11 stereocenter was achieved by SN2 displacement of the chiral inflate (10), derived from D-valine. The thallium mediated closure of dipeptide (17) did not provide an alternative route to IL-V.