Lewis acid catalyst system for Diels-Alder reaction

被引：8

作者：

Kalepu, Rishir ^{[1
]}

Mishra, Satyendra ^{[1
]}

机构：

[1] Inst Adv Res, Dept Phys Sci, Med Chem Lab, Koba Inst Area, Gandhinagar 382426, Gujarat, India

来源：

JOURNAL OF CHEMICAL SCIENCES | 2020年 / 132卷 / 01期

关键词：

Diels-Alder reaction; Ca(OTf)(2); Dienophiles; Diene; MECHANISM; ACCELERATION; BUTADIENE; CHEMISTRY;

D O I：

10.1007/s12039-020-1749-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ca(OTf)(2)/Bu4NPF6 catalytic system has been illustrated for the synthesis of Diels-Alder adduct for the first time. This procedure tolerates substrate diversity and delivers high yield. Use of environmentally benign catalyst, high yields and substrate diversity are the highlight of the existing method. Graphic Ca(OTf)(2), along with n-Bu4NPF6 as the co-catalyst, is shown to be an effective Lewis acidic catalyst system for the Diels-Alder reaction. Apart from being sustainable and efficient, this procedure is robust and products are obtained in near-quantitative yields.

引用

下载

页数：6

共 50 条

[31] PHENYLBORONIC ACID AS A TEMPLATE IN THE DIELS-ALDER REACTION
NARASAKA, K
SHIMADA, S
OSODA, K
IWASAWA, N
SYNTHESIS-STUTTGART, 1991, (12): : 1171 - 1172
[32] Asymmetric synthesis of isoquinuclidines by Diels-Alder reaction of 1,2-dihydropyridine utilizing a chiral Lewis acid catalyst
Seki, Chigusa
Hirama, Masafumi
Hutabarat, N. D. M. Romauli
Takada, Junko
Suttibut, Chonticha
Takahashi, Hideto
Takaguchi, Takuya
Kohari, Yoshihito
Nakano, Hiroto
Uwai, Koji
Takano, Nobuhiro
Yasui, Mitsukuni
Okuyama, Yuko
Takeshita, Mitsuhiro
Matsuyama, Haruo
TETRAHEDRON, 2012, 68 (06) : 1774 - 1781
[33] LEWIS BASE-CATALYZED ASYMMETRIC DIELS-ALDER REACTION
WANG, XB
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (21) : 1515 - 1517
[34] Lewis Acid Catalyzed Inverse-Electron-Demand Diels-Alder Reaction of Tropones
Li, Pingfan
Yamamoto, Hisashi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (46) : 16628 - +
[35] Lewis-acid catalysis of the asymmetric Diels-Alder reaction of dimenthyl fumarate and cyclopentadiene
Kiesman, WF
Petter, RC
TETRAHEDRON-ASYMMETRY, 2002, 13 (09) : 957 - 960
[36] Intramolecular Diels-Alder reaction by self-assembly of the components on a Lewis acid template
Ward, DE
Abaee, MS
ORGANIC LETTERS, 2000, 2 (24) : 3937 - 3940
[37] REGIOSELECTIVE SYNTHESIS OF MATURONE VIA LEWIS ACID-CATALYZED DIELS-ALDER REACTION
ASO, M
OJIDA, A
YANG, G
KANEMATSU, K
HETEROCYCLES, 1993, 35 (01) : 33 - 36
[38] Lewis acid catalyzed inverse-electron-demand Diels-Alder reaction of tropones
Li, Pingfan
Yamamoto, Hisashi
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
[39] Regulation of orthogonal functions in a dual catalyst system. Subservient role of a nonchiral lewis acid in an asymmetric catalytic heteroatom diels-alder reaction
Newman, Cory A.
Antilla, Jon C.
Chen, Pei
Predeus, Alexander V.
Fielding, Lee
Wulff, William D.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (23) : 7216 - +
[40] Optically active polymer synthesis by Diels-Alder polymerization with chirally modified Lewis acid catalyst
Kamahori, K
Tada, S
Ito, K
Itsuno, S
MACROMOLECULES, 1999, 32 (03) : 541 - 547

← 1 2 3 4 5 →