Highly Efficient Gold-Catalyzed Synthesis of Dibenzocycloheptatrienes

被引：36

作者：

Pflaesterer, Daniel ^{[1
]}

Rettenmeier, Eva ^{[1
]}

Schneider, Severin ^{[1
]}

Ruiz, Edgar de Las Heras ^{[1
]}

Rudolph, Matthias ^{[1
]}

Hashmi, A. Stephen K. ^{[1
,2
]}

机构：

[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

[2] King Abdulaziz Univ, Dept Chem, Fac Sci, Jeddah 21589, Saudi Arabia

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 22期

关键词：

dibenzocycloheptanoids; gold; hydroarylation; natural products; total synthesis; INTRAMOLECULAR ALKYNE HYDROARYLATION; C-H BONDS; CINNAMOMUM-SUBAVENIUM; HETEROARENES; DERIVATIVES; CYCLIZATION; COMPLEXES; CHEMISTRY; GOLD(III); TUBULIN;

D O I：

10.1002/chem.201402015

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dibenzocycloheptatrienes are obtained by a gold-catalyzed 7-exo-dig hydroarylation protocol in a highly efficient manner. The gold-catalyzed reaction usually gives the products in high yields and excellent selectivity. This procedure provides an easy and efficient access to dibenzocycloheptanoids, which are an interesting and unique class of natural products. This was underlined by the first total synthesis of reticuol.

引用

页码：6752 / 6755

页数：4

共 50 条

[1] Highly Efficient and Eco-Friendly Gold-Catalyzed Synthesis of Homoallylic Ketones
Gomez-Suarez, Adrian
Gasperini, Danila
Vummaleti, Sai V. C.
Poater, Albert
Cavallo, Luigi
Nolan, Steven P.
ACS CATALYSIS, 2014, 4 (08): : 2701 - 2705
[2] Gold-Catalyzed Polycyclization Toward Natural Products Synthesis
Toullec, Patrick Y.
Michelet, Veronique
ISRAEL JOURNAL OF CHEMISTRY, 2018, 58 (05) : 578 - 585
[3] Homogeneous gold-catalyzed efficient oxidative dimerization of propargylic acetates
Cui, Li
Zhang, Guozhu
Zhang, Liming
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (14) : 3884 - 3887
[4] An efficient synthesis of 2-trifluoromethyl quinolines via gold-catalyzed cyclization of trifluoromethylated propargylamines
Zhu, Mei
Fu, Weijun
Zou, Guanglong
Xun, Chen
Deng, Dongsheng
Ji, Baoming
JOURNAL OF FLUORINE CHEMISTRY, 2012, 135 : 195 - 199
[5] An Approach to Highly Functionalized Quinolines and Isoquinolines via a Gold-Catalyzed Benzannulation
Panda, Biswajit
Bhadra, Jhuma
Sarkar, Tarun K.
SYNLETT, 2011, (05) : 689 - 693
[6] Gold-Catalyzed Synthesis of Iodofulvenes
Noesel, Pascal
Lauterbach, Tobias
Rudolph, Matthias
Rominger, Frank
Hashmi, A. Stephen K.
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (26) : 8634 - 8641
[7] Gold-Catalyzed Oxa-Povarov Reactions for the Synthesis of Highly Substituted Dihydrobenzopyrans from Diaryloxymethylarenes and Olefins
Pagar, Vinayak Vishnu
Tseng, Chang-Chin
Liu, Rai-Shung
CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (33) : 10519 - 10526
[8] Gold-Catalyzed Ethynylation of Arenes
de Haro, Teresa
Nevado, Cristina
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (05) : 1512 - +
[9] Synthesis of (±)-Centrolobine Using a Gold-Catalyzed Cycloetherification
Vyvyan, James R.
Longworth, Heidi E.
Nguyen, Stephanie K.
SYNLETT, 2016, 27 (15) : 2221 - 2224
[10] Straightforward and Highly Efficient Synthesis of -Acetoxy Ketones through Gold-Catalyzed Intermolecular Oxidation of Terminal Alkynes
Wu, Chao
Liang, Zhiwu
Yan, Dong
He, Weimin
Xiang, Jiannan
SYNTHESIS-STUTTGART, 2013, 45 (18): : 2605 - 2611

← 1 2 3 4 5 →