Modular Ligands for Asymmetric Synthesis: Enantioselective Catalytic CuII-Mediated Condensation Reaction of Ethyl Pyruvate with Danishefsky's Diene

2002 ◽  
Vol 114 (4) ◽  
pp. 647-650 ◽  
Author(s):  
Peter I. Dalko ◽  
Lionel Moisan ◽  
Janine Cossy
2014 ◽  
Vol 12 (33) ◽  
pp. 6384-6388 ◽  
Author(s):  
Lekh Nath Gautam ◽  
Yijin Su ◽  
Novruz G. Akhmedov ◽  
Jeffrey L. Petersen ◽  
Xiaodong Shi

Previously, we reported an efficient asymmetric synthesis of substituted piperidines through an exocyclic chirality induced nitroalkene/amine/enone (NAE) condensation reaction.


2008 ◽  
Vol 62 (2) ◽  
Author(s):  
Hong Yu ◽  
Ji Zhang ◽  
Yuan-Cong Zhao ◽  
Na Wang ◽  
Qin Wang ◽  
...  

AbstractAsymmetric hetero-Diels-Alder (HDA) reactions of aromatic aldehydes with Danishefsky’s diene derivative were carried out smoothly in the presence of the Ti(IV)-(R)-BINOL (1:1.2) complex to give the corresponding chiral 2,6-disubstituted dihydropyrones under mild conditions. The readily accessible I-Ti(OCH(CH3)2)4 (1.2:1) complex was found to be an effective catalyst for this reaction. Aromatic aldehydes afforded the corresponding products in moderate yields (up to 72 %) with good enantioselectivities (up to 80 % ee). Aromatic aldehydes in presence of the TiCl4-NaOCH3-II (1:4.2:1.2) complex gave the products in higher yields (up to 73 %) with better enantioseletivities (up to 84 % ee).


1995 ◽  
Vol 60 (14) ◽  
pp. 4331-4338 ◽  
Author(s):  
Hendrik L. van Maanen ◽  
Henk Kleijn ◽  
Johann T. B. H. Jastrzebski ◽  
Jan Verweij ◽  
Antonius P. G. Kieboom ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 26 (48) ◽  
pp. no-no
Author(s):  
H. L. VAN MAANEN ◽  
H. KLEIJN ◽  
J. T. B. H. JASTRZEBSKI ◽  
J. VERWEIJ ◽  
A. P. G. KIEBOOM ◽  
...  

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