Asymmetric tandem reactions: New synthetic strategies

被引：37

作者：

Fustero, Santos ^{[1
,2
]}

Sanchez-Rosello, Maria ^{[2
]}

del Pozo, Carlos ^{[1
]}

机构：

[1] Univ Valencia, Dept Organ Chem, E-46100 Burjassot, Spain

[2] Res Ctr Principe Felipe, Lab Organ Mol, E-46012 Valencia, Spain

来源：

PURE AND APPLIED CHEMISTRY | 2010年 / 82卷 / 03期

关键词：

cyclic beta-amino carbonyl compound; fluorinated beta-amino acids; fluorinated dihydropyridine; fluorinated indolines; tandem reactions; AZA-MICHAEL REACTION; CHIRAL AUXILIARIES; CONJUGATE ADDITION; DERIVATIVES; INDOLINES;

D O I：

10.1351/PAC-CON-09-09-07

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The use of domino and multicomponent reactions in asymmetric synthesis is constantly increasing nowadays. This allows for the synthesis of complex molecules in a single synthetic sequence, usually with high atom economy. Herein, we report three examples of new asymmetric tandem reactions recently developed in our laboratories, giving rise to new families of enantiomerically enriched fluorinated and nonfluorinated heterocycles. Thus, 1,4-dihydropyridines (1,4-DHPs) bearing fluorinated substituents at C6 were assembled by means of a Hantzsch-type reaction; cyclic beta-amino carbonyl derivatives were prepared using a cross-metathesis (CM)-intramolecular aza-Michael sequence; while fluorinated indolines were obtained, for the first time, in a tandem nucleophilic addition intramolecular aromatic substitution.

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收藏

页码：669 / 677

页数：9

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