4. Synthesis of All Diastereomers of the Piperidine-Alkaloid-Substructure of Cyclopamine

P. Heretsch, S. Rabe, A. Giannis— 2009

All four diastereomers of the trisubstituted piperidine−alkaloids of the veratramine and jervine type were synthesized with complete stereocontrol starting from enantiopure citronellic acids. The flexible, high-yielding, and scalable route described here will facilitate convergent syntheses and give access to analogues of cyclopamine and other biologically active and diverse steroid alkaloids.

Title4. Synthesis of All Diastereomers of the Piperidine-Alkaloid-Substructure of Cyclopamine
AuthorP. Heretsch, S. Rabe, A. Giannis
Date2009
IdentifierDOI: 10.1021/ol902270f
Source(s)
CitationOrg. Lett. 2009, 11, 5410-5412