Axially Chiral N,N-Ligand-Promoted Pd-Catalyzed Enantioselective Allylic Amination and Alkylation

被引：13

作者：

Liu, Miaomiao ^{[1
]}

Zhang, Xiaotao ^{[1
]}

Bao, Rongrong ^{[1
]}

Xiao, Fangtao ^{[1
]}

Cen, Shouyi ^{[1
]}

Zhang, Zhipeng ^{[2
,3
]}

机构：

[1] East China Univ Sci & Technol, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China

[2] East China Univ Sci & Technol, Sch Chem & Mol Engn, Frontiers Sci Ctr Materiobiol & Dynam Chem, Key Lab Adv Mat,Feringa Nobel Prize Scientist Joi, Shanghai 200237, Peoples R China

[3] East China Univ Sci & Technol, Sch Chem & Mol Engn, Frontiers Sci Ctr Materiobiol & Dynam Chem, Joint Int Res Lab Precis Chem & Mol Engn,Feringa, Shanghai 200237, Peoples R China

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 32期

基金：

中国国家自然科学基金;

关键词：

SUBSTITUTION-REACTIONS; BOND-CLEAVAGE; PALLADIUM; LIGANDS; ALCOHOLS; DESIGN; REGIO; ALLYLATION; AMINES; ACID;

D O I：

10.1021/acs.orglett.3c01972

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An axially chiral N,N-ligand developed from a [1,1 & PRIME;-binaphthalene]-2,2 & PRIME;-diol(BINOL)-based skeleton and phenanthroline is found to be capable ofpromoting Pd-catalyzed asymmetric allylic amination and alkylationof allyl acetates. The reaction is compatible with cyclic and acyclicsecondary amines, primary aliphatic amines, malononitrile, and dialkylmalonates, affording the corresponding chiral products in up to 99%yield and with up to >99% enantiomeric excess.

引用

页码：5946 / 5950

页数：5

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