A new approach to kainoids through tandem Michael reaction methodology: application to the enantioselective synthesis of (+)- and (-)-.alpha.-allokainic acid and to the formal synthesis of (-)-.alpha.-kainic acid

1992 ◽  
Vol 57 (23) ◽  
pp. 6279-6286 ◽  
Author(s):  
Achille Barco ◽  
Simonetta Benetti ◽  
Giampiero Spalluto ◽  
Alberto Casolari ◽  
Gian P. Pollini ◽  
...  
Keyword(s):  
Kainic Acid ◽  
Michael Reaction ◽  
Enantioselective Synthesis ◽  
New Approach ◽  
Formal Synthesis

Enantioselective synthesis of 1-aryl-2-propenylamines: a new approach to a stereoselective synthesis of the Taxol® side chain

2004 ◽  
Vol 15 (6) ◽  
pp. 941-949 ◽  
Author(s):  
Daniele Castagnolo ◽  
Silvia Armaroli ◽  
Federico Corelli ◽  
Maurizio Botta
Keyword(s):  
Stereoselective Synthesis ◽  
Enantioselective Synthesis ◽  
Side Chain ◽  
New Approach

Enantioselective Synthesis of 3,4-Dihydropyran Derivatives via Organocatalytic Michael Reaction of α,β-Unsaturated Enones

2012 ◽  
Vol 77 (8) ◽  
pp. 4136-4142 ◽  
Author(s):  
Yangbin Liu ◽  
Xiaohua Liu ◽  
Min Wang ◽  
Peng He ◽  
Lili Lin ◽  
...  
Keyword(s):  
Michael Reaction ◽  
Enantioselective Synthesis

scholarly journals Catalytic asymmetric formal synthesis of beraprost

2015 ◽  
Vol 11 ◽  
pp. 2654-2660 ◽  
Author(s):  
Yusuke Kobayashi ◽  
Ryuta Kuramoto ◽  
Yoshiji Takemoto
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Subsequent Reduction ◽  
Formal Synthesis ◽  
Michael Adduct ◽  
Catalytic Asymmetric Synthesis ◽  
Weinreb Amide ◽  
Tricyclic Core ◽  
Catalytic Asymmetric

The first catalytic asymmetric synthesis of the key intermediate for beraprost has been achieved through an enantioselective intramolecular oxa-Michael reaction of an α,β-unsaturated amide mediated by a newly developed benzothiadiazine catalyst. The Weinreb amide moiety and bromo substituent of the Michael adduct were utilized for the C–C bond formations to construct the scaffold. All four contiguous stereocenters of the tricyclic core were controlled via Rh-catalyzed stereoselective C–H insertion and the subsequent reduction from the convex face.

ChemInform Abstract: A New Enantioselective Route to Kainoids: Application to the Formal Synthesis of (-)-α-Kainic Acid (I).

ChemInform ◽  
2010 ◽  
Vol 22 (34) ◽  
pp. no-no
Author(s):  
A. BARCO ◽  
S. BENETTI ◽  
G. P. POLLINI ◽  
G. SPALLUTO ◽  
V. ZANIRATO
Keyword(s):  
Kainic Acid ◽  
Formal Synthesis
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