Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 46, Pages 10201-10209Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ob01921j
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Funding
- IOE-UOH grant [UoH/IoE/RC1-08]
- University of Hyderabad
- CSIR
- PMRF
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A new Ca-catalyzed reaction was developed to achieve tetrasubstituted alkenyl-sulfenylation using readily available aryl/alkyl thiols and easily prepared oxindole-derived propargyl alcohols under solvent-free conditions. The reaction proceeded with high diastereoselectivity, involving hydrogen bonding assisted regioselective alpha-thiolation and subsequent calcium catalyzed stereoselective alkenylation to yield E-alkenyl thioethers.
A Ca-catalyzed, tetrasubstituted alkenyl-sulfenylation was achieved using readily available aryl/alkyl thiols and easily prepared oxindole-derived propargyl alcohols under solvent-free conditions. The reaction proceeded with hydrogen bonding assisted regioselective alpha-thiolation and subsequent calcium catalyzed stereoselective alkenylation to yield E-alkenyl thioethers with high diastereoselectivity.
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