Synthesis of N,N′-Dialkylated Cyclohexane-1,2-diamines and Their Application as Asymmetric Ligands and Organocatalysts for the Synthesis of Alcohols

被引：5

作者：

Tsygankov, Alexey A. ^{[1
]}

Chun, Man-Seog ^{[2
]}

Samoylova, Alexandra D. ^{[1
]}

Kwon, Seongyeon ^{[2
]}

Kreschenova, Yuliya M. ^{[1
]}

Kim, Suhyeon ^{[2
]}

Shin, Euijin ^{[2
]}

Oh, Jinho ^{[2
]}

Strelkova, Tatyana V. ^{[3
]}

Kolesov, Valerii S. ^{[3
]}

Zubkov, Fedor I. ^{[4
]}

Semenov, Sergei E. ^{[1
]}

Fedyanin, Ivan V. ^{[3
]}

Chusov, Denis ^{[1
,3
,4
]}

机构：

[1] Moscow Chem Lyceum, Tamozhenniy Proezd 4, Moscow, Russia

[2] Korea Adv Inst Sci & Technol, Korea Sci Acad, 105-47 Baegyanggwanmun Ro, Busan 47162, South Korea

[3] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Vavilova Str 28, Moscow 119991, Russia

[4] Peoples Friendship Univ Russia, Dept Organ Chem, 6 Miklukho Maklaya St, Moscow 117198, Russia

来源：

SYNLETT | 2017年 / 28卷 / 05期

基金：

俄罗斯科学基金会;

关键词：

aldol reaction; organocatalysis; asymmetric catalysis; hydroxy acids; diamines; Meervein-Ponndorf-Verley reaction; Henry reaction; MUKAIYAMA ALDOL REACTION; ALPHA-KETO ESTERS; AMINE-IMINE CATALYST; AQUEOUS-MEDIUM; CARBON CENTER; CONSTRUCTION; WATER; PROLINEAMIDE; PROLINAMIDE; ALDEHYDES;

D O I：

10.1055/s-0036-1588382

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of N,N'-dialkylated derivatives of (1R, 2R)-cyclohexane-1,2-diamine were synthesized, and a new approach to the one-pot preparation of this type of amine was demonstrated. The prepared diamines were used as organocatalysts for the two-step synthesis of ahydroxy gamma-keto esters from arenes, chlorooxoacetates, and ketones; they were also used as chiral ligands for Meervein-Ponndorf-Verley reductions and Henry reactions.

引用

页码：615 / 619

页数：5

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