Base-promoted diastereoselective addition of nitromethane and nitroethane to N-tert-butylsulfinyl imines: synthesis of N-protected α-amino acids and amino ketones

被引：16

作者：

Jesus Garcia-Munoz, M.

Dema, Haythem K.

Foubelo, Francisco ^{[1
]}

Yus, Miguel

机构：

[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, E-03080 Alicante, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2014年 / 25卷 / 04期

关键词：

AZA-HENRY REACTIONS; ASYMMETRIC-SYNTHESIS; BUTANESULFINYL IMINES; P-TOLYLSULFINYLIMINES; ALDEHYDES; CONDENSATION; REDUCTION; SYSTEMS; ESTERS;

D O I：

10.1016/j.tetasy.2014.01.010

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reaction of N-tert-butylsulfinyl imines with nitromethane or nitroethane in the presence of NaHCO3 under solvent-free reaction conditions gave beta-nitro amine derivatives with reasonable levels of diastereoselectivity. Enantioenriched N-tert-butylsulfinyl protected a-amino acids or a-amino ketones are accessible upon oxidation of the adducts derived from nitromethane or nitroethane, respectively. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：362 / 372

页数：11

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