Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 34, Pages 6784-6798Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01258h
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Funding
- Science and Engineering Research Board [CRG/2019/000058]
- Council of Scientific and Industrial Research [02(0348)/19/EMR-II]
- JC Bose National Fellowship, New Delhi [JCB/2020/000023]
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Magnesium catalysis was found to be efficient for [3 + 3] chemo- and diastereoselective heteroannulation, leading to highly substituted 3,4-dihydro-2H-thiopyrans in excellent yields. The compatibility with a wide range of functional groups makes this domino formation of C-C and C-S bonds interesting.
Magnesium catalysis proved to be efficient towards [3 + 3] chemo- and diastereoselective heteroannulation employing racemic Morita-Baylis-Hillman (MBH) acetate as the C3 unit and alpha-enolic dithioester as the C2S1 unit, leading to highly substituted 3,4-dihydro-2H-thiopyrans in excellent yields. The compatibility with a wide range of functional groups makes this domino formation of C-C and C-S bonds interesting. DFT analyses for the regioselective formation of the intermediate was performed.
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