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Updated: May 21, 2026

Chemoselective Preparation of 1-Iodoalkynes, 1,2-Diiodoalkenes, and 1,1,2-Triiodoalkenes Based on the Oxidative Iodination of Terminal Alkynes
Published on: September 12, 2018
Enantioselective bromolactonization using an S-alkyl thiocarbamate catalyst.
Xiaojian Jiang1, Chong Kiat Tan, Ling Zhou
1Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
A novel S-alkyl thiocarbamate was synthesized and efficiently catalyzed bromolactonization. This method provides high yields of enantioenriched delta-lactones, demonstrating a valuable synthetic strategy.
Area of Science:
- Organic Chemistry
- Synthetic Chemistry
Background:
- Thiocarbamates are versatile organic compounds.
- Catalysis plays a crucial role in efficient chemical synthesis.
Purpose of the Study:
- To synthesize a novel S-alkyl thiocarbamate.
- To utilize the synthesized compound as a catalyst for bromolactonization.
- To achieve high yields of enantioenriched delta-lactones.
Main Methods:
- Newman-Kwart rearrangement for S-alkyl thiocarbamate synthesis.
- Catalysis of bromolactonization using the synthesized thiocarbamate.
- Purification and characterization of the resulting delta-lactones.
Main Results:
- High yield synthesis of S-alkyl thiocarbamate 1.
- Successful catalysis of bromolactonization.
- Excellent yields and enantioselectivity of enantioenriched delta-lactones.
Conclusions:
- The synthesized S-alkyl thiocarbamate is an effective catalyst.
- This method offers a valuable route to enantioenriched delta-lactones.
- The study highlights the utility of thiocarbamates in asymmetric synthesis.
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