Catalytic Asymmetric Construction of Spiro(γ-butyrolactam-γ-butyrolactone) Moieties through Sequential Reactions of Cyclic Imino Esters with Morita-Baylis-Hillman Bromides

2012 ◽  
Vol 18 (40) ◽  
pp. 12614-12618 ◽  
Author(s):  
Huai-Long Teng ◽  
He Huang ◽  
Chun-Jiang Wang
Keyword(s):  
Catalytic Asymmetric ◽  
Imino Esters ◽  
Sequential Reactions

Catalytic, Asymmetric Mannich-Type Reactions of α-Imino Esters Bearing Readily Removable Substituents on Nitrogen

2003 ◽  
Vol 5 (14) ◽  
pp. 2481-2484 ◽  
Author(s):  
Yoshitaka Nakamura ◽  
Ryosuke Matsubara ◽  
Hiroshi Kiyohara ◽  
Shū Kobayashi
Keyword(s):  
Catalytic Asymmetric ◽  
Imino Esters

Integrated reactions based on the sequential addition to α-imino esters

2014 ◽  
Vol 86 (5) ◽  
pp. 755-764 ◽  
Author(s):  
Kaichiro Koyama ◽  
Isao Mizota ◽  
Makoto Shimizu
Keyword(s):  
Mannich Reaction ◽  
Addition Reaction ◽  
Imino Nitrogen ◽  
Crucial Step ◽  
Sequential Addition ◽  
Imino Esters ◽  
Sequential Reactions

AbstractThis article summarizes integrated sequential reactions with α-imino esters, where the umpolung addition reaction to the imino nitrogen followed by the second addition or oxidation is the crucial step. The following four types of reactions are discussed: (1) tandem N-ethylation/Mannich reaction; (2) N-alkylation/addition reaction; (3) synthesis of indolin-3-ones and tetrahydro-4-quinolones; (4) regioselective tandem N-alkylation/ C-acylation of β,γ-alkynyl α-imino esters.

Chiral Bis(imidazolidine)pyridine−Cu(OTf)2: Catalytic Asymmetric Endo-Selective [3 + 2] Cycloaddition of Imino Esters with Nitroalkenes

2010 ◽  
Vol 132 (15) ◽  
pp. 5338-5339 ◽  
Author(s):  
Takayoshi Arai ◽  
Asami Mishiro ◽  
Naota Yokoyama ◽  
Kuniko Suzuki ◽  
Hiroyasu Sato
Keyword(s):  
Catalytic Asymmetric ◽  
Imino Esters

scholarly journals Catalytic Asymmetric Mannich-Type Reactions of α-Imino Esters Bearing Readily Removable Substituents on Nitrogen.

ChemInform ◽  
2003 ◽  
Vol 34 (46) ◽  
Author(s):  
Yoshitaka Nakamura ◽  
Ryosuke Matsubara ◽  
Hiroshi Kiyohara ◽  
Shu Kobayashi
Keyword(s):  
Catalytic Asymmetric ◽  
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.

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