Regioselective Addition of Grignard Reagents to New Lipophilic Isoquinolinium Salts Applied to the Synthesis of Stable Ethyl 1,2-disubstituted 1,2-Dihydroisoquinoline-3-carboxylates and Derivatives

Synlett ◽  
2001 ◽  
Vol 2001 (11) ◽  
pp. 1703-1706 ◽  
Author(s):  
Mohamed Aït Amer Meziane ◽  
Jean Pierre Bazureau
Keyword(s):  
Grignard Reagents ◽  
Regioselective Addition

ChemInform Abstract: Regioselective Addition of Grignard Reagents to Isoxazole-4,5-dicarboxylate Esters.

ChemInform ◽  
2010 ◽  
Vol 30 (51) ◽  
pp. no-no
Author(s):  
Kevin J. Batchelor ◽  
W. Russell Bowman ◽  
Roy V. Davies ◽  
Michael H. Hockley ◽  
David J. Wilkins
Keyword(s):  
Grignard Reagents ◽  
Regioselective Addition

ChemInform Abstract: Complete Regioselective Addition of Grignard Reagents to Pyrazine N-Oxides, Toward an Efficient Enantioselective Synthesis of Substituted Piperazines.

ChemInform ◽  
2010 ◽  
Vol 41 (23) ◽  
pp. no-no
Author(s):  
Hans Andersson ◽  
Thomas Sainte-Luce Banchelin ◽  
Sajal Das ◽  
Magnus Gustafsson ◽  
Roger Olsson ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
Grignard Reagents ◽  
Regioselective Addition

Regioselective Addition of Grignard Reagents to Substituted Tropones

1995 ◽  
Vol 25 (24) ◽  
pp. 4115-4122 ◽  
Author(s):  
James H. Rigby ◽  
Valérie de Sainte Claire
Keyword(s):  
Grignard Reagents ◽  
Regioselective Addition

Regioselective Addition of Grignard Reagents to Isoxazole-4,5-dicarboxylate Esters

1999 ◽  
pp. 428-429 ◽  
Author(s):  
Kevin J. Batchelor ◽  
W. Russell Bowman ◽  
Roy V. Davies ◽  
Michael H. Hockley ◽  
David J. Wilkins
Keyword(s):  
Grignard Reagents ◽  
Regioselective Addition

scholarly journals Regioselective addition of Grignard reagents to N-acylpyrazinium salts: synthesis of substituted 1,2-dihydropyrazines and Δ5-2-oxopiperazines

2019 ◽  
Vol 15 ◽  
pp. 72-78
Author(s):  
Valentine R St. Hilaire ◽  
William E Hopkins ◽  
Yenteeo S Miller ◽  
Srinivasa R Dandepally ◽  
Alfred L Williams
Keyword(s):  
Grignard Reagents ◽  
Efficient Approach ◽  
Regioselective Addition ◽  
Acidic Conditions

The regioselective addition of Grignard reagents to mono- and disubstituted N-acylpyrazinium salts affording substituted 1,2-dihydropyrazines in modest to excellent yields (45–100%) is described. Under acidic conditions, these 1,2-dihydropyrazines can be converted to substituted Δ5-2-oxopiperazines providing a simple and efficient approach towards their preparation.

scholarly journals Regioselective Addition of Grignard Reagents to Isoxazole-4,5-dicarboxylate Esters

1999 ◽  
Vol 23 (7) ◽  
pp. 428-429
Author(s):  
Kevin J. Batchelor ◽  
W. Russell Bowman ◽  
Roy V. Davies ◽  
Michael H. Hockley ◽  
David J. Wilkins
Keyword(s):  
Oxygen Atom ◽  
Grignard Reagents ◽  
Isoxazole Ring ◽  
Tertiary Alcohols ◽  
Complexing Ability ◽  
Regioselective Addition

Regioselective mono-addition of a range of Grignard reagents with the 5-esters of 3-methylisoxazole-4,5-diesters affords 5-keto derivatives instead of tertiary alcohols which is explained by the complexing ability of the isoxazole oxygen atom and by the electron withdrawing effect of the isoxazole ring.

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