Zirconium-mediated asymmetric Baeyer-Villiger oxidation

被引：0

作者：

Bolm, C ^{[1
]}

Beckman, O ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

CHIRALITY | 2000年 / 12卷 / 5-6期

关键词：

oxygen insertion; asymmetric synthesis; optically active butyrolactones; zirconium; atropisomers;

D O I：

10.1002/(SICI)1520-636X(2000)12:5/6<523::AID-CHIR39>3.3.CO;2-Q

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Combinations of axially chiral C-2-symmetric diols were used as ligands in zirconium-mediated Baeyer-Villiger reactions. The in situ preformed Zr-diol species proved effective in the asymmetric oxidation of bicyclic and monosubstituted cyclobutanones when a hydroperoxide was employed as oxidant. Asymmetric induction could be preserved upon replacement of one out of two enantiopure BINOL ligands by conformationally flexible 2,2'-biphenol. (C) 2000 Wiley-Liss, Inc.

引用

页码：523 / 525

页数：3

共 50 条

[21] PREPARATION OF METHOXYPHENOLS BY BAEYER-VILLIGER OXIDATION OF METHOXYBENZALDEHYDES
GODFREY, IM
SARGENT, MV
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (11): : 1353 - 1354
[22] BAEYER-VILLIGER OXIDATION OF CHRYSANTHENONE AND ITS DIHYDRODERIVATIVES
BACHELOR, FW
CHERIYAN, UO
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1973, (AUG26): : 30 - 30
[23] SYNTHESIS OF (±)-CEPHALANTHRIN A USING BAEYER-VILLIGER OXIDATION
Itoh, Tomoki
Abe, Takumi
Choshi, Tominari
Nishiyama, Takashi
Ishikura, Minoru
HETEROCYCLES, 2017, 95 (01) : 507 - 516
[24] A Synergistic Combinatorial and Chiroptical Study of Peptide Catalysts for Asymmetric Baeyer-Villiger Oxidation
Giuliano, Michael W.
Lin, Chung-Yon
Romney, David K.
Miller, Scott J.
Anslyn, Eric V.
ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (10) : 2301 - 2309
[25] Baeyer-Villiger Oxidation of Aromatic Aldehydes Catalysed by Zirconium Phosphates Intercalated with Ionic Liquids
Rocha, Graca M. S. R. O.
Amador, Cristina M. T.
CATALYSIS LETTERS, 2014, 144 (07) : 1197 - 1209
[26] Monooxygenase-mediated Baeyer-Villiger oxidations
Mihovilovic, MD
Müller, B
Stanetty, P
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (22) : 3711 - 3730
[27] Asymmetric Baeyer-Villiger oxidation of cyclic ketones using chiral organoselenium catalysts
Miyake, Y
Nishibayashi, Y
Uemura, S
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2002, 75 (10) : 2233 - 2237
[28] Ion-pair organocatalysis: Asymmetric Baeyer-Villiger oxidation mediated by a flavinium-cinchona alkaloid dimer
Yamamoto, Kana
Poudel, Pramod
Arimitsu, Kenji
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
[29] BAEYER-VILLIGER REACTION
BISCHOFF, C
ZEITSCHRIFT FUR CHEMIE, 1973, 13 (01): : 11 - 11
[30] Asymmetric Baeyer-Villiger oxidation of cyclobutanones using diethylzinc/oxygen/chiral amino alcohols
Shinohara, T
Fujioka, S
Kotsuki, H
HETEROCYCLES, 2001, 55 (02) : 237 - 242

← 1 2 3 4 5 →