(Z)-Selective Anti-Markovnikov or Markovnikov Thiol-yne-click Reactions of an Internal Alkyne by Amide Hydrogen Bond Control

Overview

Journal Chem Commun (Camb)

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2020 Feb 12

PMID 32043509

Citations 3

Authors

Milan Pramanik

Khokan Choudhuri

Subhayan Chakraborty

Arindam Ghosh

Prasenjit Mal

Affiliations

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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-HS, N-HN and C-HO, either (Z)-selective anti-Markovnikov or Markovnikov products could be obtained for an internal alkyne, exclusively.

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