Title of article :
2-Pyridylsulfinamides as effective catalysts in the asymmetric alkylation of aldehydes with diethylzinc
Author/Authors :
Kavirayani R. Prasad، نويسنده , , Omkar Revu، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2013
Pages :
7
From page :
8422
To page :
8428
Abstract :
Chiral 2-pyridylsulfinamides were shown to be effective catalysts in the alkylation of aryl and alkyl aldehydes with diethylzinc providing the corresponding alcohols in excellent enantioselectivity. Sulfinamide catalysts possessing solitary chirality at the sulfur center produced the product phenethyl alcohol in good enantioselectivity. Diastereomeric sulfinamides possessing chirality at the carbon-bearing nitrogen and at the sulfur of the sulfinamide increased the enantioselectivity of the product alcohols up to >99%. However, there is no effect of the match-mismatch pair of sulfinamide diastereomers on the outcome of the chiral induction of the product phenethyl alcohols. It was conclusively proved that chirality at the sulfur center is mandatory for obtaining good enantioselectivity in the reaction.
Keywords :
Chiral sulfinamides , Chiral pyridyl ligands , asymmetric alkylation , Asymmetric catalysis
Journal title :
Tetrahedron
Serial Year :
2013
Journal title :
Tetrahedron
Record number :
1106276
Link To Document :
بازگشت