913253-38-0Relevant academic research and scientific papers
Palladium-catalyzed vicinal amino alcohols synthesis from allyl amines by in situ tether formation and carboetherification
Orcel, Ugo,Waser, Jerome
, p. 5250 - 5254 (2015)
Vicinal amino alcohols are important structural motifs of bioactive compounds. Reported herein is an efficient method for their synthesis based on the palladium-catalyzed oxy-alkynylation, oxy-arylation, or oxy-vinylation of allylic amines. High regio- and stereoselectivity were ensured through the in situ formation of a hemiaminal tether using the cheap commercially available trifluoroacetaldehyde in its hemiacetal form. The obtained compounds are important building blocks, which can be orthogonally deprotected to give either free alcohols, amines, or terminal alkynes.
Total synthesis of the cytotoxic guaipyridine sesquiterpene alkaloid (+)-cananodine
Craig, Donald,Henry, Gavin D.
, p. 3558 - 3561 (2007/10/03)
The enantiospecific total synthesis of the cytotoxic guaipyridine sesquiterpene alkaloid (+)-cananodine (1) is described. A chiral pool/chiral auxiliary based approach is described for the synthesis of a key oxazolidinone intermediate. Subsequent key step
Synthetic studies on a phenyl-laulimalide analogue
Faveau, Christelle,Mondon, Martine,Gesson, Jean-Pierre,Mahnke, Tobias,Gebhardt, Sandra,Koert, Ulrich
, p. 8305 - 8308 (2007/10/03)
An analogue of the paclitaxel-like antimicrotubule agent laulimalide with a phenyl in place of the dihydropyran has been synthesized. The fragments C1-C14 and C15-C28 were coupled via a stereoselective intermole
