Gold(I)-Catalyzed Regioselective Cyclization to Access Cyclopropane-Fused Tetrahydrobenzochromenes

被引：13

作者：

Kumar, Perla Bharath ^{[1
,2
]}

Raju, Chittala Emmaniel ^{[1
,2
]}

Chandubhai, Patel Hinal ^{[1
]}

Sridhar, Balasubramanian ^{[3
]}

V. Karunakar, Galla ^{[1
,2
]}

机构：

[1] Indian Inst Chem Technol, Fluoro & Agrochem Div, CSIR, Hyderabad 500007, India

[2] Acad Sci & Innovat Res, Ghaziabad 201002, India

[3] Indian Inst Chem Technol, Ctr Xray Crystallog, CSIR, Hyderabad 500007, India

来源：

ORGANIC LETTERS | 2022年

关键词：

CATALYZED CYCLOISOMERIZATIONS; GOLD; ENYNES; LIGANDS;

D O I：

10.1021/acs.orglett.2c02564

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Molecules that are obtained from nature are known to exhibit several biological applications.1 In medicinal chemistry,2 agrochemicals,3 and material sciences,4 it has been observed that compounds containing heteroatoms such as nitrogen, oxygen, and sulfur in their core structures have a wide range of applications. Among them, oxygen-containing molecules such as chromenes and benzochromenes are found to have potential biological applications.5 For example, dihydro mollugin (A) shows antiviral activity6 and mollugin (B) exhibits mutagenic and recombinogenic activities,7 as shown in

引用

页码：6761 / 6766

页数：6

共 54 条

[1] CYCLOPROPANOCHROMAN DERIVATIVES FROM THE LIVERWORT RADULA-JAVA']JAVANICA [J].

ASAKAWA, Y ;

KONDO, K ;

TORI, M .

PHYTOCHEMISTRY, 1991, 30 (01) :325-328

[2]

Ayres D., 1990, Chemistry and pharmacology of natural products. Lignans: chemical

[3] Enantioselective IrI-Catalyzed Carbocyclization of 1,6-Enynes by the Chiral Counterion Strategy [J].

Barbazanges, Marion ;

Auge, Mylene ;

Moussa, Jamal ;

Amouri, Hani ;

Aubert, Corinne ;

Desmarets, Christophe ;

Fensterbank, Louis ;

Gandon, Vincent ;

Malacria, Max ;

Ollivier, Cyril .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (49) :13789-13794

[4] Sulfoxonium Ylides in Aminocatalysis: An Enantioselective Entry to Cyclopropane-Fused Chromanol Structures [J].

Bisag, Giorgiana Denisa ;

Pecchini, Pietro ;

Mancinelli, Michele ;

Fochi, Mariafrancesca ;

Bernardi, Luca .

ORGANIC LETTERS, 2022, 24 (29) :5468-5473

[5] Platinum(II) Catalysts for Highly Enantioselective 1,6-Enyne Cycloisomerizations. Synthetic, Structural, and Catalytic Studies [J].

Brissy, Delphine ;

Skander, Myriem ;

Jullien, Helene ;

Retailleau, Pascal ;

Marinetti, Angela .

ORGANIC LETTERS, 2009, 11 (10) :2137-2139

[6] Asymmetric Au(I)-catalyzed synthesis of bicyclo[4.1.0]heptene derivatives via a cycloisomerization process of 1,6-enynes [J].

Chao, Chung-Meng ;

Beltrami, Denis ;

Toullec, Patrick Y. ;

Michelet, Veronique .

CHEMICAL COMMUNICATIONS, 2009, (45) :6988-6990

[7] Gold Catalyzed Diastereoselective Cascade Allylation/Enyne Cycloisomerization to Construct Densely Functionalized Oxygen Hetereocycles [J].

Chen, Zili ;

Zhang, Yu-Xin ;

Wang, Ya-Hui ;

Zhu, Li-Li ;

Liu, Heng ;

Li, Xiao-Xiao ;

Guo, Lin .

ORGANIC LETTERS, 2010, 12 (15) :3468-3471

[8] Divergent Gold Catalysis: Unlocking Molecular Diversity through Catalyst Control [J].

Chintawar, Chetan C. ;

Yadav, Amit K. ;

Kumar, Anil ;

Sancheti, Shashank P. ;

Patil, Nitin T. .

CHEMICAL REVIEWS, 2021, 121 (14) :8478-8558

[9] Chemical constituents from Lippia sidoides and cytotoxic activity [J].

Costa, SMO ;

Lemos, TLG ;

Pessoa, ODL ;

Pessoa, C ;

Montenegro, RC ;

Braz-Filho, R .

JOURNAL OF NATURAL PRODUCTS, 2001, 64 (06) :792-795

[10] Antineoplastic agents from natural sources: achievements and future directions [J].

Cragg, GM ;

Newman, DJ .

EXPERT OPINION ON INVESTIGATIONAL DRUGS, 2000, 9 (12) :2783-2797

← 1 2 3 4 5 6 →