Stereoselective reactions. Part 23. Asymmetric Michael reaction of α-alkyl β-keto esters via chiral enamines. Dependence of the diastereofacial selection on the combination of solvents and additives

1994 ◽  
pp. 277-282 ◽  
Author(s):  
Kaori Ando ◽  
Kousuke Yasuda ◽  
Kiyoshi Tomioka ◽  
Kenji Koga
Keyword(s):  
Michael Reaction ◽  
Keto Esters ◽  
Stereoselective Reactions ◽  
Asymmetric Michael Reaction

2-Azanorbornane-Based Amino Alcohol Organocatalysts for Asymmetric Michael Reaction of β-Keto Esters with Nitroolefins

2019 ◽  
Vol 2019 (24) ◽  
pp. 3882-3889 ◽  
Author(s):  
Rei Togashi ◽  
Madhu Chennapuram ◽  
Chigusa Seki ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Amino Alcohol ◽  
Michael Reaction ◽  
Keto Esters ◽  
Asymmetric Michael Reaction

scholarly journals Catalytic Asymmetric Michael Reaction of β-Keto Esters: Effects of the Linker Heteroatom in Linked-BINOL.

ChemInform ◽  
2004 ◽  
Vol 35 (17) ◽  
Author(s):  
Keisuke Majima ◽  
Ryo Takita ◽  
Akihiro Okada ◽  
Takashi Ohshima ◽  
Masakatsu Shibasaki
Keyword(s):  
Michael Reaction ◽  
Keto Esters ◽  
Catalytic Asymmetric ◽  
Asymmetric Michael Reaction

Asymmetric Michael reaction of α-alkyl β-keto esters via chiral enamines

1986 ◽  
Vol 27 (6) ◽  
pp. 715-716 ◽  
Author(s):  
Kiyoshi Tomioka ◽  
Kaori Ando ◽  
Kōsuke Yasuda ◽  
Kenji Koga
Keyword(s):  
Michael Reaction ◽  
Keto Esters ◽  
Asymmetric Michael Reaction

Multiselective Catalytic Asymmetric Reactions Using α-Keto Esters as Pronucleophiles

Synlett ◽  
2019 ◽  
Vol 31 (06) ◽  
pp. 523-534 ◽  
Author(s):  
Yoshihiro Sohtome ◽  
Mikiko Sodeoka
Keyword(s):  
Transition Metal Complexes ◽  
Michael Reaction ◽  
Complex Molecules ◽  
Asymmetric Catalytic ◽  
Keto Esters ◽  
High Tunability ◽  
Molecular Complexity ◽  
Catalytic Asymmetric ◽  
Late Transition ◽  
Asymmetric Michael Reaction

In the reactions of simple starting materials, precise catalytic control of the stereochemical outcome (enantio- and diastereoselectivity), as well as chemoselectivity and regioselectivity is an efficient approach to increase molecular complexity with minimal use of protecting groups. Here, we introduce our ongoing studies on asymmetric catalytic reactions using α-keto esters as pronucleophiles or formal 1,3-dipolarophiles. Capitalizing on the high tunability of our late transition-metal complexes with a suitable basic counteranion, we have established a range of multiselective catalytic protocols starting from α-keto esters to provide a wide variety of stereochemically complex molecules incorporating adjacent stereocenters.1 Introduction2 Catalytic Asymmetric Monofluorination with NSFI3 Catalytic Asymmetric Michael Reaction with Nitroolefins4 Catalytic Asymmetric [3+2] Cycloaddition with (E)-Nitrones5 Catalytic Asymmetric [3+2] Cycloaddition with Nitrile Oxides6 Summary

Catalytic Asymmetric Michael Reaction of β-Keto Esters:  Effects of the Linker Heteroatom in Linked-BINOL

2003 ◽  
Vol 125 (51) ◽  
pp. 15837-15845 ◽  
Author(s):  
Keisuke Majima ◽  
Ryo Takita ◽  
Akihiro Okada ◽  
Takashi Ohshima ◽  
Masakatsu Shibasaki
Keyword(s):  
Michael Reaction ◽  
Keto Esters ◽  
Catalytic Asymmetric ◽  
Asymmetric Michael Reaction
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