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(Z)-Selective anti-Markovnikov or Markovnikov thiol–yne-click reactions of an internal alkyne by amide hydrogen bond control

Pramanik, Milan, Choudhuri, Khokan, Chakraborty, Subhayan, Ghosh, Arindam and Mal, Prasenjit 2020. (Z)-Selective anti-Markovnikov or Markovnikov thiol–yne-click reactions of an internal alkyne by amide hydrogen bond control. Chemical Communications 56 (20) , pp. 2991-2994. 10.1039/D0CC00702A

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Abstract

Herein, we show exclusive control of stereo and regioselective thiol–yne click (TYC) reactions of internal alkynes via amide hydrogen bond control. By exploiting appropriate hydrogen bonding interactions like N–H⋯S, N–H⋯N and C–H⋯O, either (Z)-selective anti-Markovnikov or Markovnikov products could be obtained for an internal alkyne, exclusively.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Date of First Compliant Deposit: 11 January 2023
Date of Acceptance: 29 January 2020
Last Modified: 11 Jan 2023 15:15
URI: https://orca.cardiff.ac.uk/id/eprint/155240

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