651006-22-3Relevant academic research and scientific papers
Stereoselectivity and conformational control in the synthesis of ajmaline and epi-ajmaline alkaloids
Bailey, Patrick D.,Beard, Mark A.,Cresswell, Mark,Dang, Hoa P.T.,Pathak, Ravindra B.,Phillips, Theresa R.,Price, Richard A.
, p. 1726 - 1729 (2013/04/24)
Careful choice of the N-protecting group provides crucial conformational control, allowing ring-closure to the indole 3-position in the late stages of the synthesis of ajmaline alkaloids; the choice of protecting group and reducing agent can also provide access to either the natural or epi configuration at the indole 2-position.
Total synthesis of (-)-raumacline
Bailey, Patrick D.,Clingan, Paul D.,Mills, Timothy J.,Price, Richard A.,Pritchard, Robin G.
, p. 2800 - 2801 (2007/10/03)
The total synthesis of (-)-raumacline from L-tryptophan was achieved, featuring a cis-specific Pictet-Spengler reaction, a stereoselective Dieckmann cyclization, and an epimerization step that allowed complete stereocontrol of five chiral centres.
