Literature DB >> 17602493

Enantioselective spirocyclizations from tryptophanol-derived oxazolopiperidone lactams.

Mercedes Amat1, Maria M M Santos, Antonia M Gómez, Danica Jokic, Elies Molins, Joan Bosch.   

Abstract

A straightforward synthetic route to enantiopure spiro[indole-3,3'-indolizidines] is reported. The key step is a Lewis acid promoted cyclization of a Na-tosyltryptophanol-derived oxazolopiperidone lactam in the presence of Et3SiH.

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Year:  2007        PMID： 17602493     DOI： 10.1021/ol0712327

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis of spirocyclic indolines by interruption of the Bischler-Napieralski reaction.

Authors:  Jonathan William Medley; Mohammad Movassaghi
Journal:  Org Lett       Date:  2013-07-05       Impact factor: 6.005

2.  Metal-free [3 + 2 + 1]/[2 + 2 + 1] biscyclization: stereospecific construction with concomitant functionalization of indolizin-5(1H)-one.

Authors:  Tuan-Jie Li; Zhong-Qiu Liu; Hong-Mei Yin; Chang-Sheng Yao; Bo Jiang; Xiang-Shan Wang; Shu-Jiang Tu; Xiu-Ling Li; Guigen Li
Journal:  J Org Chem       Date:  2013-11-07       Impact factor: 4.354

3.  Enantiopure Indolo[2,3-a]quinolizidines: Synthesis and Evaluation as NMDA Receptor Antagonists.

Authors:  Nuno A L Pereira; Francesc X Sureda; Maria Pérez; Mercedes Amat; Maria M M Santos
Journal:  Molecules       Date:  2016-08-06       Impact factor: 4.411
  3 in total

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