Copper(I)-Catalyzed Asymmetric Addition of Terminal Alkynes to β-Imino Esters: An Efficient and Direct Method in the Synthesis of Chiral β3-Alkynyl β2,2-Dimethyl Amino Acid Derivatives

2009 ◽  
Vol 351 (9) ◽  
pp. 1250-1254 ◽  
Author(s):  
Jun Wang ◽  
Zhihui Shao ◽  
Kai Ding Wing Yiu Yu ◽  
Albert S. C. Chan
Keyword(s):  
Amino Acid ◽  
Direct Method ◽  
Amino Acid Derivatives ◽  
Terminal Alkynes ◽  
Asymmetric Addition ◽  
Imino Esters

Catalytic asymmetric addition reactions leading to carbon-carbon bond formation: Phenyl and alkenyl transfer to aldehydes and alkynylation of α-imino esters

2006 ◽  
Vol 78 (2) ◽  
pp. 267-274 ◽  
Author(s):  
Jian-Xin Ji ◽  
Jing Wu ◽  
Lijin Xu ◽  
Chiu-Wing Yip ◽  
Kim Hung Lam ◽  
...  
Keyword(s):  
Bond Formation ◽  
Optically Active ◽  
Amino Acid Derivatives ◽  
Addition Reactions ◽  
Terminal Alkynes ◽  
Reaction Conditions ◽  
Carbon Carbon Bond ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Imino Esters

Optically active tertiary aminonaphthol ligands were obtained by a new, convenient procedure and were found to catalyze the enantioselective alkenyl and phenyl transfer to aldehydes in high yields and excellent enantiomeric excesses (ee's). The catalytic asymmetric introduction of alkynyl functionality to α-amino acid derivatives was realized by the direct addition of terminal alkynes to α-imino ester in the presence of chiral copper(I) complex under mild reaction conditions.

ChemInform Abstract: Catalytic, Enantioselective Alkylation of α-Imino Esters: The Synthesis of Nonnatural α-Amino Acid Derivatives.

ChemInform ◽  
2010 ◽  
Vol 33 (24) ◽  
pp. no-no
Author(s):  
Dana Ferraris ◽  
Brandon Young ◽  
Christopher Cox ◽  
Travis Dudding ◽  
William J. Drury III ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Enantioselective Alkylation ◽  
Imino Esters

A Novel Synthesis of α-Amino Acid Derivatives through Catalytic, Enantioselective Ene Reactions of α-Imino Esters

1998 ◽  
Vol 120 (42) ◽  
pp. 11006-11007 ◽  
Author(s):  
William J. Drury ◽  
Dana Ferraris ◽  
Christopher Cox ◽  
Brandon Young ◽  
Thomas Lectka
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Ene Reactions ◽  
Novel Synthesis ◽  
Imino Esters

ChemInform Abstract: A Novel Synthesis of α-Amino Acid Derivatives Through Catalytic, Enantioselective Ene Reactions of α-Imino Esters.

ChemInform ◽  
2010 ◽  
Vol 30 (9) ◽  
pp. no-no
Author(s):  
W. J. III DRURY ◽  
D. FERRARIS ◽  
C. COX ◽  
B. YOUNG ◽  
T. LECTKA
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Ene Reactions ◽  
Novel Synthesis ◽  
Imino Esters

Catalytic, Enantioselective Alkylation of α-Imino Esters:  The Synthesis of Nonnatural α-Amino Acid Derivatives

2002 ◽  
Vol 124 (1) ◽  
pp. 67-77 ◽  
Author(s):  
Dana Ferraris ◽  
Brandon Young ◽  
Christopher Cox ◽  
Travis Dudding ◽  
William J. Drury ◽  
...  
Keyword(s):  
Amino Acid ◽  
Amino Acid Derivatives ◽  
Enantioselective Alkylation ◽  
Imino Esters
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