Stereocontrolled Preparation of Diversely Trifunctionalized Cyclobutanes

被引：8

作者：

Chang, Zong ^{[1
,2
]}

Guillot, Regis ^{[1
,2
]}

Boddaert, Thomas ^{[1
,2
]}

Aitken, David J. ^{[1
,2
]}

机构：

[1] Univ Paris Saclay, Univ Paris Sud, CNRS UMR 8182, CP3A Organ Synth Grp,ICMMO, 15 Rue Georges Clemenceau, F-91405 Orsay, France

[2] Univ Paris Saclay, Univ Paris Sud, CNRS UMR 8182, Serv Communs,ICMMO, 15 Rue Georges Clemenceau, F-91405 Orsay, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 16期

关键词：

BETA-AMINO ACIDS; URACIL DERIVATIVES; CIS-CYCLOBUTANE; PEPTIDES; PHOTOCYCLOADDITION; ACCESS; ROUTE;

D O I：

10.1021/acs.joc.9b01463

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The expedient and stereoselective syntheses of small libraries of trifunctionalized cyclobutane scaffolds bearing an acid, an amine, and a third functional group are described. Starting from a single precursor, the readily available protected derivative of all-cis-2-amino-3-hydroxycyclobutane-1-carboxylic acid, cis-trans stereoisomers are obtained following an S(N)2-type reaction, while all-trans stereoisomers are obtained using the same strategy preceded by a C1 epimerization reaction.

引用

页码：10518 / 10525

页数：8

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