Enantioselective Synthesis of Isoxazoline N-Oxides via Pd-Catalyzed Asymmetric Allylic Cycloaddition of Nitro-Containing Allylic Carbonates

被引：30

作者：

Zhao, Can ^{[1
,2
]}

Shah, Babar Hussain ^{[1
,2
]}

Khan, Ijaz ^{[1
,2
]}

Kan, Yuhe ^{[3
]}

Zhang, Yong Jian ^{[1
,2
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, 800 Dongchuan Rd, Shanghai 200240, Peoples R China

[2] Shanghai Jiao Tong Univ, Shanghai Key Lab Elect Insulat & Thermal Aging, 800 Dongchuan Rd, Shanghai 200240, Peoples R China

[3] Huaiyin Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Chem Low Dimens Mat, Huaian 223300, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 22期

关键词：

DECARBOXYLATIVE CYCLOADDITION; VINYLETHYLENE CARBONATES; CONJUGATE ADDITION; CONSTRUCTION; ALKYLATION; TANDEM; 1,4-DIACETOXYLATION; CYCLIZATION; ALLYLATION; COMPLEXES;

D O I：

10.1021/acs.orglett.9b03443

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A useful method for the enantioselective preparation of isoxazoline N-oxides via Pd-catalyzed asymmetric allylic cycloaddition of nitro-containing allylic carbonates has been developed. By using palladium complex in situ generated from Pd-2(dba)(3)center dot CHCl3 and phosphoramidite L2 as a catalyst under mild conditions, the transformation afforded vinylated isoxazoline N-oxides in high yields with acceptably high enantioselectivities.

引用

页码：9045 / 9049

页数：5

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