Naplephos through the Looking-Glass: Chiral Bis(phosphanylamides) Based on β-1,2-D-Glucodiamine and Their Application in Enantioselective Allylic Substitutions

被引：18

作者：

Benessere, Vincenzo ^{[1
]}

De Roma, Antonella ^{[2
]}

Del Litto, Raffaella ^{[1
]}

Lega, Matteo ^{[1
,3
]}

Ruffo, Francesco ^{[1
,3
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim Paolo Corradini, I-80126 Naples, Italy

[2] Ist Zooprofilatt Sperimentale Mezzogiorno, Dipartimento Sanita Anim, I-80055 Portici, Italy

[3] Consorzio Interuniv Reatt Chim & Catalisi, I-80127 Bari, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 29期

关键词：

Asymmetric catalysis; Carbohydrates; Phosphanes; Palladium; PALLADIUM-CATALYZED DESYMMETRIZATION; ASYMMETRIC INDUCTION; LIGANDS;

D O I：

10.1002/ejoc.201100960

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The straightforward design of a new library of chiral ligands (elpanphos) based on beta-1,2-D-glucodiamine is described, which represents the enantiomeric counterpart of the naplephos library. In this guise, two representative ligands have been successfully applied in the Pd-catalyzed desymmetrization of meso-cyclopent-2-ene-1,4-diol, which leads to the expected enantiomer within short times and with high ees in both traditional and unconventional solvents.

引用

页码：5779 / 5782

页数：4