Mimicking Enzymes: Asymmetric Induction inside a Carbamate-Based Steroidal Cleft

被引：4

作者：

Concellon, Carmen ^{[1
]}

Martin, Judith ^{[1
]}

Gallegos, Miguel ^{[2
]}

Fanjul-Mosteirin, Noe ^{[1
]}

Costales, Aurora ^{[2
]}

Martin Pendas, Angel ^{[2
]}

del Amo, Vicente ^{[1
]}

机构：

[1] Univ Oviedo, Dept Quim Organ & Inorgan, C Julian Claveria 8, E-33006 Oviedo, Spain

[2] Univ Oviedo, Dept Quim Fis & Analit, C Julian Claveria 8, E-33006 Oviedo, Spain

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 11期

关键词：

ENANTIOSELECTIVE MICHAEL ADDITION; BOND-DONOR CATALYSTS; 1,3-DICARBONYL COMPOUNDS; GROUND-STATE; SOLVENT-FREE; DERIVATIVES; ORGANOCATALYSTS; NITROALKENES; NONCOVALENT; MALONATE;

D O I：

10.1021/acs.orglett.9b01170

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cholic acid has been elaborated into a carbamate-based tripodal architecture, which is able to promote an asymmetric organic transformation inside its chiral cavity. The nature of this steroidal catalyst has been disclosed by quantum-chemical calculations. It comprises the preorganization and confinement of the reagents within the cavity of the steroid to form a supramolecular complex held together by means of cooperative H-bond contacts. This operational mode resembles that of some enzymes.

引用

页码：3994 / 3997

页数：4

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