Highly enantioselective synthesis of cyclopropylphosphonates catalyzed by chiral ruthenium porphyrins

被引:64
作者
Ferrand, Y [1 ]
Le Maux, P [1 ]
Simonneaux, G [1 ]
机构
[1] Univ Rennes 1, Inst Chim, Lab Chim Organomet & Biol, UMR 6509, F-35042 Rennes, France
关键词
D O I
10.1021/ol048567y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The asymmetric addition of diisopropyl diazomethylphosphonate to styrene derivatives was carried out by using chiral ruthenium porphyrins as catalysts. The reaction proceeded under mild conditions and gave trans-cyclopropylphosphonates with good yields and high ee's (up to 92%). A progressive increase for stereochemical effectiveness exists between enantiomeric excess and the number of chiral goups linked to ruthenium porphyrins.
引用
收藏
页码:3211 / 3214
页数:4
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