Switchable Stereocontrolled Divergent Synthesis Induced by azaMichael Addition of Deactivated Primary Amines under Acid Catalysis

被引：11

作者：

Amara, Z. ^{[1
]}

Drege, E. ^{[1
]}

Troufflard, C. ^{[2
]}

Retailleau, P. ^{[3
]}

Huu-Dau, M. -E. Tran ^{[3
]}

Joseph, D. ^{[1
]}

机构：

[1] Univ Paris 11, Equipe Chim Subst Nat, LabEx LERMIT, UMR BioCIS 8076, F-92296 Chatenay Malabry, France

[2] Univ Paris 11, Serv Commun Anal, LabEx LERMIT, UMR BioCIS 8076, F-92296 Chatenay Malabry, France

[3] CNRS, UPR 2301, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 48期

关键词：

chemoselectivity; cyclization; diastereoselectivity; enones; Michael addition; AZA-MICHAEL REACTION; DIVERSITY-ORIENTED SYNTHESIS; MORITA-BAYLIS-HILLMAN; HIGH-PRESSURE; 2,5-DISUBSTITUTED PYRROLIDINES; ENANTIOSELECTIVE SYNTHESIS; ONE-POT; CIS-2,5-DISUBSTITUTED PYRROLIDINES; 1,3-DIPOLAR CYCLOADDITIONS; MULTICOMPONENT REACTION;

D O I：

10.1002/chem.201404589

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Switchable tandem intramolecular aza-Michael/ Michael and double aza-Michael reactions allow the oriented synthesis of highly functionalised cyclic skeletons. Conjugate addition of deactivated anilines triggers chemo-and stereodivergent ring-closure reaction pathways with a striking selectivity depending on reaction conditions.

引用

页码：15840 / 15848

页数：9

共 133 条

[1] CONFORMATIONAL-ANALYSIS .130. MM2 - HYDROCARBON FORCE-FIELD UTILIZING V1 AND V2 TORSIONAL TERMS [J].