Palladium-Catalyzed Generation of ortho-Quinone Methides. A Three-Component Synthesis of L-Shaped Dimeric Steroidal Scaffolds

被引：7

作者：

Mayorquin-Torres, Martha C. ^{[1
]}

Navarro-Huerta, Armando ^{[2
]}

Maldonado-Dominguez, Mauricio ^{[3
]}

Flores-Alamo, Marcos ^{[1
]}

Rodriguez-Molina, Braulio ^{[2
]}

Iglesias-Arteaga, Martin A. ^{[1
]}

机构：

[1] Univ Nacl Autonoma Mexico, Fac Quim, Ciudad Univ, Ciudad De Mexico 04510, Mexico

[2] Univ Nacl Autonoma Mexico, Inst Quim, Ciudad Univ, Ciudad De Mexico 04510, Mexico

[3] Czech Acad Sci, J Heyrovsky Inst Phys Chem, Prague 18223 8, Czech Republic

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 05期

关键词：

D O I：

10.1021/acs.joc.0c02943

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of hybrid dimers having orthogonal steroidal cores bridged by a chroman ketal moiety were obtained by Pd-catalyzed three-component reactions of steroid alkynols, 2-formylestradiol 17-monoacetate, and methyl orthoformate, via ortho-quinone methide intermediates. One of the obtained L-shaped scaffolds showed an inefficient crystal packing featuring large channels within the crystal array. Monte Carlo simulations indicate that these voids preferentially allocate n-hexane, opening the way to explore further applications of similar organic crystalline materials as selective hosts for small molecules.

引用

页码：4112 / 4120

页数：9

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