Synthesis of alkynyl Z-ketimines and their application in amine-catalyzed asymmetric Mannich reactions and conjugate addition

Tetrahedron ◽  
2021 ◽  
pp. 132225
Author(s):  
Chihiro Homma ◽  
Masahiro Yamanaka ◽  
Taichi Kano ◽  
Keiji Maruoka
Keyword(s):  
Conjugate Addition ◽  
Mannich Reactions

Enantioselective Conjugate Addition Nitro-Mannich Reactions: Solvent Controlled Synthesis of Acyclicanti- andsyn-β-Nitroamines with Three Contiguous Stereocenters

2011 ◽  
Vol 76 (7) ◽  
pp. 1961-1971 ◽  
Author(s):  
James C. Anderson ◽  
Gregory J. Stepney ◽  
Matthew R. Mills ◽  
Lisa R. Horsfall ◽  
Alexander J. Blake ◽  
...  
Keyword(s):  
Conjugate Addition ◽  
Controlled Synthesis ◽  
Mannich Reactions

Phase-transfer catalysis and the ion pair concept

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Florenci V. González Adelantado
Keyword(s):  
Amino Acids ◽  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Conjugate Addition ◽  
Ion Pair ◽  
Asymmetric Reactions ◽  
Conjugate Additions ◽  
Mannich Reactions ◽  
Recent Advances

AbstractThis review outlines the recent advances in the field of asymmetric phase-transfer catalysis and the ion-pair concept including alkylation of amino acids and peptides, oxyindoles and other substrates, conjugate additions, fluorinations, photo-induced phase-transfer catalysis, Nitro-Mannich reactions, heterocyclizations and cycloadditions for the preparation of heterocycles, derivatization of isoxazoles, umpolung conjugate addition of imines and other three asymmetric reactions.

Tandem Enantioselective Conjugate Addition-Mannich Reactions

Synfacts ◽  
2008 ◽  
Vol 2008 (7) ◽  
pp. 0725-0725
Author(s):  
F. Foubelo ◽  
M. Yus ◽  
J. González-Gómez
Keyword(s):  
Conjugate Addition ◽  
Mannich Reactions

scholarly journals Diastereodivergent chiral aldehyde catalysis for asymmetric 1,6-conjugated addition and Mannich reactions

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Wei Wen ◽  
Ming-Jing Luo ◽  
Yi Yuan ◽  
Jian-Hua Liu ◽  
Zhu-Lian Wu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Dft Calculations ◽  
Mannich Reaction ◽  
Conjugate Addition ◽  
Quinone Methides ◽  
Mannich Reactions ◽  
Asymmetric Transformations ◽  
Reaction Models ◽  
Catalytic Asymmetric ◽  
High Yields

Abstract Chiral aldehyde catalysis is a burgeoning strategy for the catalytic asymmetric α-functionalization of aminomethyl compounds. However, the reaction types are limited and to date include no examples of stereodivergent catalysis. In this work, we disclose two chiral aldehyde-catalysed diastereodivergent reactions: a 1,6-conjugate addition of amino acids to para-quinone methides and a bio-inspired Mannich reaction of pyridinylmethanamines and imines. Both the syn- and anti-products of these two reactions can be obtained in moderate to high yields, diastereo- and enantioselectivities. Four potential reaction models produced by DFT calculations are proposed to explain the observed stereoselective control. Our work shows that chiral aldehyde catalysis based on a reversible imine formation principle is applicable for the α-functionalization of both amino acids and aryl methylamines, and holds potential to promote a range of asymmetric transformations diastereoselectively.

Nickel and Cobalt-Catalyzed Coupling of Alkyl Halides with Alkenes via Heck Reactions and Radical Conjugate Addition

2013 ◽  
Vol 13 (6) ◽  
pp. 802-813 ◽  
Author(s):  
Qun Qian ◽  
Zhenhua Zang ◽  
Yang Chen ◽  
Weiqi Tong ◽  
Hegui Gong
Keyword(s):  
Conjugate Addition ◽  
Alkyl Halides ◽  
Heck Reactions
Sign in / Sign up

Export Citation Format

Share Document