Asymmetric catalysis in synthetic strategies for chiral benzothiazepines

Chiral benzothiazepines constitute the core structures of many foremost pharmaceuticals with diverse biological activities endowed by their unique scaffolds, which poses a great challenge to organic chemists and pharmaceutical researchers. This review provides a concise overview for the asymmetric s...

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Main Authors: Haifeng Wang, Shuangxi Gu, Qiongjiao Yan, Li Ding, Fen-Er Chen
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2020-06-01
Series:Green Synthesis and Catalysis
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666554920300053
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spelling doaj-c1199107cd424e51afa558be582898f52021-10-05T04:21:23ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492020-06-01111225Asymmetric catalysis in synthetic strategies for chiral benzothiazepinesHaifeng Wang0Shuangxi Gu1Qiongjiao Yan2Li Ding3Fen-Er Chen4School of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China; Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, ChinaSchool of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China; Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, ChinaSchool of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China; Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, ChinaEngineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, ChinaSchool of Chemical Engineering & Pharmacy, Wuhan Institute of Technology, Wuhan 430205, China; Pharmaceutical Research Institute, Wuhan Institute of Technology, Wuhan 430205, China; Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China; Shanghai Engineering Center of Industrial Catalysis for Chiral Drugs, Shanghai 200433, China; Corresponding author. Engineering Center of Catalysis and synthesis for Chiral Molecules, Department of Chemistry, Fudan University, Shanghai 200433, China.Chiral benzothiazepines constitute the core structures of many foremost pharmaceuticals with diverse biological activities endowed by their unique scaffolds, which poses a great challenge to organic chemists and pharmaceutical researchers. This review provides a concise overview for the asymmetric synthesis of chiral benzothiazepine derivatives, focusing on advances in asymmetric catalysis, including metal catalysis, small-molecule organocatalysis and enzymatic catalysis. The catalytic asymmetric reactions, involving asymmetric epoxidation, reduction, dihydroxylation, hydrogenation, aldol reaction and other sulfa-Michael addition, have emerged as powerful strategies for the rapid construction of chiral benzothiazepine through single or multistep reactions. The booming asymmetric synthetic methodology affords us instructive clues for the highly efficient preparation of chiral benzothiazepines, facilitating their large-scale preparation and diversity-oriented synthesis.http://www.sciencedirect.com/science/article/pii/S2666554920300053Chiral benzothiazepineAsymmetric catalysisMetal catalysisEnzymatic catalysisOrganic catalysis
collection DOAJ
language English
format Article
sources DOAJ
author Haifeng Wang
Shuangxi Gu
Qiongjiao Yan
Li Ding
Fen-Er Chen
spellingShingle Haifeng Wang
Shuangxi Gu
Qiongjiao Yan
Li Ding
Fen-Er Chen
Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
Green Synthesis and Catalysis
Chiral benzothiazepine
Asymmetric catalysis
Metal catalysis
Enzymatic catalysis
Organic catalysis
author_facet Haifeng Wang
Shuangxi Gu
Qiongjiao Yan
Li Ding
Fen-Er Chen
author_sort Haifeng Wang
title Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
title_short Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
title_full Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
title_fullStr Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
title_full_unstemmed Asymmetric catalysis in synthetic strategies for chiral benzothiazepines
title_sort asymmetric catalysis in synthetic strategies for chiral benzothiazepines
publisher KeAi Communications Co. Ltd.
series Green Synthesis and Catalysis
issn 2666-5549
publishDate 2020-06-01
description Chiral benzothiazepines constitute the core structures of many foremost pharmaceuticals with diverse biological activities endowed by their unique scaffolds, which poses a great challenge to organic chemists and pharmaceutical researchers. This review provides a concise overview for the asymmetric synthesis of chiral benzothiazepine derivatives, focusing on advances in asymmetric catalysis, including metal catalysis, small-molecule organocatalysis and enzymatic catalysis. The catalytic asymmetric reactions, involving asymmetric epoxidation, reduction, dihydroxylation, hydrogenation, aldol reaction and other sulfa-Michael addition, have emerged as powerful strategies for the rapid construction of chiral benzothiazepine through single or multistep reactions. The booming asymmetric synthetic methodology affords us instructive clues for the highly efficient preparation of chiral benzothiazepines, facilitating their large-scale preparation and diversity-oriented synthesis.
topic Chiral benzothiazepine
Asymmetric catalysis
Metal catalysis
Enzymatic catalysis
Organic catalysis
url http://www.sciencedirect.com/science/article/pii/S2666554920300053
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