Asymmetric cyclopropanation of styrene catalyzed by chiral macrocyclic iron(II) complexes

被引：71

作者：

Du, GD

Andrioletti, B

Rose, E

Woo, LK ^{[1
]}

机构：

[1] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA

[2] Univ Paris 06, CNRS, UMR 7611, Lab Synth Organ & Organomet, F-75252 Paris 05, France

来源：

ORGANOMETALLICS | 2002年 / 21卷 / 21期

关键词：

D O I：

10.1021/om0204641

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Three chiral tetraaza macrocyclic ligands (4a-c) were synthesized by the cyclization reaction of diamines with dithioaldehydes. The iron(II) complexes of ligands 4a and 4c, as well as two chiral iron(II) porphyrin complexes, Fe-II(D4-TpAP) and Fe(alpha(2)beta(2)-BNP), are efficient catalysts for the cyclopropanation of styrene with diazoacetate reagents. The cyclopropyl esters were produced with high diastereoselectivities and good yields. However, the enantioselectivities were modest at best. The rationalization of the stereoselectivity in these cyclopropanation reactions is presented. The results of a single-crystal X-ray analysis of the ligand 4a are also reported.

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页码：4490 / 4495

页数：6

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