A stereoselective route to 6-substituted pyrrolo-1,5-benzoxazepinones and their analogues

被引：10

作者：

Brindisi, Margherita ^{[1
]}

Gemma, Sandra ^{[1
]}

Alfano, Gloria ^{[1
]}

Kshirsagar, Giridhar ^{[1
]}

Novellino, Ettore ^{[2
]}

Campiani, Giuseppe ^{[1
]}

Butini, Stefania ^{[1
]}

机构：

[1] Univ Siena, European Res Ctr Drug Discovery & Dev NatSynDrugs, I-53100 Siena, Italy

[2] Univ Naples Federico II, Dipartimento Farm, I-80131 Naples, Italy

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 39期

关键词：

Pyrrolo-1,5-benzoxazepinones; Aryl-alkyl ether; Menthol; Stereoselective synthesis; ALPHA-HYDROXY ACIDS; ENANTIOSELECTIVE SYNTHESIS; CHIRAL AUXILIARIES; ONE-STEP; DERIVATIVES; POTENT; IDENTIFICATION; INHIBITORS; DESIGN;

D O I：

10.1016/j.tetlet.2013.07.115

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We developed a novel and convenient stereoselective path for the preparation of pyrrolo-1,5-benzoxaz-epinones (PBOs). This innovative route envisaged the employment of (-)-menthol as convenient chiral auxiliary and a key SNAr for the stereoselective preparation of a tertiary aryl-alkyl ether. As a further advancement, we exploited this newly conceived synthetic route for the preparation of 2-substituted PBO analogues to either undergo biological evaluation themselves or give access to a variety of further functionalization options. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5387 / 5390

页数：4

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