Copper(II)-Mediated O-Arylation of Protected Serines and Threonines

被引:30
作者
El Khatib, Mirna [1 ]
Molander, Gary A. [1 ]
机构
[1] Univ Penn, Dept Chem, Roy & Diana Vagelos Labs, Philadelphia, PA 19104 USA
关键词
COPPER-CATALYZED SYNTHESIS; CARBON BOND FORMATION; PHENYLBORONIC ACIDS; ARYLBORONIC ACIDS; ROOM-TEMPERATURE; DIARYL ETHERS; EFFICIENT SYNTHESIS; ALIPHATIC-ALCOHOLS; VINYLBORONIC ACID; PEPTIDE-SYNTHESIS;
D O I
10.1021/ol5024689
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An effective protocol toward the O-arylation of beta-hydroxy-alpha-amino acid substrates serine and threonine has been developed via Chan-Lam cross-coupling. This Cu(II)-catalyzed transformation involves benign open-flask conditions that are well-tolerated with a variety of protected (Boc., Cbz-, Tr-, and Fmoc-) serine and threonine derivatives and various potassium organotrifluoroborates and boronic acids.
引用
收藏
页码:4944 / 4947
页数:4
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