212556-95-1Relevant articles and documents
Protecting-Group-Directed Regio- and Stereoselective Oxymercuration-Demercuration: Synthesis of Piperidine Alkaloids Containing 1,2- and 1,3-Amino Alcohol Units
Bugde, Sandesh T.,Volvoikar, Prajesh S.,Tilve, Santosh G.
, p. 1113 - 1122 (2017/12/06)
An efficient synthesis of naturally occurring 1,2- and 1,3-amino alcohol unit containing 2-substituted piperidine alkaloids and their analogues has been developed from l -pipecolinic acid. The protocol describes the regio- and stereoselective oxymercuration-demercuration of 2-alkenyl piperidines based on protecting groups to give piperidine alkaloids as a key step.
A concise diastereoselective approach to (+)-dexoxadrol, (-)-epi-dexoxadrol, (-)-conhydrine and (+)-lentiginosine from (-)-pipecolinic acid
Bhat, Chinmay,Tilve, Santosh G.
, p. 10876 - 10883 (2014/01/06)
A new diastereoselective pathway for the total synthesis of (+)-dexoxadrol, first asymmetric synthesis of (-)-epi-dexoxadrol and formal synthesis of conhydrine and (+)-lentiginosine is presented using commercially available (-)-pipecolinic acid. The key reactions utilized are Sharpless asymmetric dihydroxylation and Wittig reaction. The paper further describes the study of effect of protecting groups on dihydroxylation of a terminal olefin in piperidine ring system.
An improved method of ring closing metathesis in the presence of basic amines: Application to the formal synthesis of (+)-lentiginosine and other piperidines and carbamino sugar analogs
Lahiri, Rima,Kokatla, Hari Prasad,Vankar, Yashwant D.
supporting information; experimental part, p. 781 - 786 (2011/03/21)
A generalized method for performing ring closing metathesis in the presence of basic amines has been established and successfully used in the formal synthesis of (+)-lentiginosine as well as some valuable intermediates for the synthesis of several other a
