281214-26-4Relevant articles and documents
Direct regiospecific and highly enantioselective intermolecular α-allylic alkylation of aldehydes by a combination of transition-metal and chiral amine catalysts
Afewerki, Samson,Ibrahem, Ismail,Rydfjord, Jonas,Breistein, Palle,Cordova, Armando
, p. 2972 - 2977 (2012/04/11)
The first direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd0 complexes and simple chiral amines as co-catalysts is disclosed. The co-catalytic asymmetric chemoselective and regiospecific α-allylic alkylation reaction is linked in tandem with in situ reduction to give the corresponding 2-alkyl alcohols with high enantiomeric ratios (up to 98:2 e.r.; e.r.=enantiomeric ratio). It is also an expeditious entry to valuable 2-alkyl substituted hemiacetals, 2-alkyl-butane-1,4-diols, and amines. The concise co-catalytic asymmetric total syntheses of biologically active natural products (e.g., Arundic acid) are disclosed. Go organic! Direct intermolecular regiospecific and highly enantioselective α-allylic alkylation of linear aldehydes by a combination of achiral bench-stable Pd0 complexes and simple chiral amines as co-catalysts is disclosed (see scheme). Copyright
Asymmetric synthesis of 1,3- and 1,3,4-substituted pyrrolidines
Lin, Jing,Chan, Wing Hong,Lee, Albert W. M.,Wong, Wai Yeung,Huang, Pei Qiang
, p. 2949 - 2951 (2007/10/03)
Diastereoselective alkylation of N-acylnorbornene sultams 2 afforded a variety of enantiomerically pure products 3a-3e. Reduction with LiAlH4 (LAH) followed by ditosylation furnished chiral 1,4-ditosylates 5a-5e which underwent a cyclization reaction with primary amines to afford chiral 1,3- and 1,3,4-substituted pyrrolidines. (C) 2000 Elsevier Science Ltd.