Literature DB >> 22022991

Stereoselective amination of chiral benzylic ethers using chlorosulfonyl isocyanate: total synthesis of (+)-sertraline.

Sang Hwi Lee1, In Su Kim, Qing Ri Li, Guang Ri Dong, Lak Shin Jeong, Young Hoon Jung.   

Abstract

The stereoselective amination of various chiral benzylic ethers using chlorosulfonyl isocyanate is developed, and the application of this method to the total synthesis of a potent antidepressant, (+)-sertraline, from readily available 1-naphthol is also described.

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Year:  2011        PMID: 22022991     DOI: 10.1021/jo201794k

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Oxidation of Secondary Methyl Ethers to Ketones.

Authors:  Pieter J Gilissen; Daniel Blanco-Ania; Floris P J T Rutjes
Journal:  J Org Chem       Date:  2017-06-12       Impact factor: 4.354

2.  Total Synthesis of Eliglustat via Diastereoselective Amination of Chiral para-Methoxycinnamyl Benzyl Ether.

Authors:  Younggyu Kong; Pulla Reddy Boggu; Gi Min Park; Yeon Su Kim; Seong Hwan An; In Su Kim; Young Hoon Jung
Journal:  Molecules       Date:  2022-04-18       Impact factor: 4.411

3.  Immobilization of Amano lipase AK from Pseudomonas fluorescens on different types of chitosan-containing supports: use in the kinetic resolution of rac-indanol.

Authors:  Thiago de Sousa Fonseca; Ulisses Marcondes Freire de Oliveira; Maria da Conceição Ferreira de Oliveira; Telma Leda Gomes de Lemos; Marcos Reinaldo da Silva; Nathalia Saraiva Rios; Luciana Rocha Barros Gonçalves; Marcos Carlos de Mattos
Journal:  Bioprocess Biosyst Eng       Date:  2021-01-03       Impact factor: 3.210

4.  Genome mining and characterisation of a novel transaminase with remote stereoselectivity.

Authors:  D P Gavin; F J Reen; J Rocha-Martin; I Abreu-Castilla; D F Woods; A M Foley; P A Sánchez-Murcia; M Schwarz; P O'Neill; A R Maguire; F O'Gara
Journal:  Sci Rep       Date:  2019-12-30       Impact factor: 4.379

  4 in total

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