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Chirality transfer in the synthesis of 2,3-dihydro-1,4-dithiine derivatives
Authors:
- Wojciech J. Depa,
- Natalia Buszta,
- Piotr Guńka,
- Janusz Zachara,
- Agata Bajek-Bil,
- Grażyna Groszek
Abstract
A new method for the synthesis of chiral 2,3-dihydro-1,4-dithiine derivatives that involves a reaction of chiral cyclic aliphatic dithioacetal in the presence of Lewis acid has been developed. The title product contains a 1,4-dithiane substituent with two stereogenic centers. The presence of a stereogenic center in the α position to the cyclic dithioacetal substrate controls the stereogenicity of two centers in the newly formed molecule whose absolute configuration is defined. The mechanism based on chirality transfer process was proposed.
- Record ID
- WUT9bef2bfb5c164e0285eaa6a4d86f1998
- Author
- Journal series
- Synthetic Communications, ISSN 0039-7911, e-ISSN 1532-2432
- Issue year
- 2020
- Vol
- 50
- No
- 22
- Pages
- 3397-3403
- Publication size in sheets
- 0.50
- ASJC Classification
- DOI
- DOI:10.1080/00397911.2020.1801746 Opening in a new tab
- URL
- https://www.tandfonline.com/doi/full/10.1080/00397911.2020.1801746 Opening in a new tab
- Language
- (en) English
- File
-
- File: 1
- wdpb_publikacje_pliki_plik_publikacja_4057_org.pdf
-
- Score (nominal)
- 40
- Score source
- journalList
- Score
- = 40.0, 17-05-2022, ArticleFromJournal
- Publication indicators
- = 0; = 0; : 2016 = 0.392; : 2020 (2 years) = 2.007 - 2020 (5 years) =1.717
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- Uniform Resource Identifier
- https://repo.pw.edu.pl/info/article/WUT9bef2bfb5c164e0285eaa6a4d86f1998/
- URN
urn:pw-repo:WUT9bef2bfb5c164e0285eaa6a4d86f1998
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.