96838-39-0Relevant articles and documents
TOTAL SYNTHESIS OF AMAUROMINE
Takase, Shigehiro,Uchida, Itsuo,Tanaka, Hirokazu,Aoki, Hatsuo,Itoh, Yoshikuni
, p. 5887 - 5894 (2007/10/02)
A total synthesis of amauromine (1) is described.Starting with L-tryptophan, diketopiperazine 4 was synthesized in nine steps.Thio-Claisen rearrangement of the sulphonium cation derived from the key intermediate 4 proceeded at the two sites simultaneously to provide 3 along with 12.Reductive desulphurization on 3 using TiCl4-LiAlH4 (1:2) resulted in concurrent cyclization to lead to amauromine (1).