Mild and direct conversion of esters to morpholine amides using diisobutyl(morpholino)aluminum: application to efficient one-pot synthesis of ketones and aldehydes from esters

Jeon, Ah Ram; Kim, Min Eai; Park, Jae Kyo; Shin, Won Kyu; An, Duk Keun

doi:10.1016/j.tet.2014.03.045

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Mild and direct conversion of esters to morpholine amides using diisobutyl(morpholino)aluminum: application to efficient one-pot synthesis of ketones and aldehydes from esters

Jeon, Ah Ram;
Kim, Min Eai;
Park, Jae Kyo;
Shin, Won Kyu;
An, Duk Keun

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WEB OF SCIENCE

28

Citations

SCOPUS

29

초록

Morpholine amide intermediates, which are easily prepared by aminolysis of various esters with diisobutyl(morpholino)aluminum, react with organolithium and reducing agents (DIBALH or LDBMA) without isolation of the aminolysis intermediates to give ketones in 83-95% yields and aldehydes quantitatively. (C) 2014 Elsevier Ltd. All rights reserved.

키워드

Morpholine amide; Diisobutyl(morpholino)aluminum; Ester; Ketone; Aldehyde; T-BUTOXYALUMINUM HYDRIDE; METHOXY-N-METHYLAMIDES; CARBOXYLIC-ACIDS; REDUCING AGENT; ACETYLCHOLINESTERASE INHIBITORS; GENERAL-METHOD; DERIVATIVES; REAGENTS; REDUCTION; LACTONES

제목: Mild and direct conversion of esters to morpholine amides using diisobutyl(morpholino)aluminum: application to efficient one-pot synthesis of ketones and aldehydes from esters

저자: Jeon, Ah Ram; Kim, Min Eai; Park, Jae Kyo; Shin, Won Kyu; An, Duk Keun

DOI: 10.1016/j.tet.2014.03.045

발행일: 2014-07-22

유형: Article

저널명: Tetrahedron

권: 70

호: 29

페이지: 4420 ~ 4424