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Organocatalytic stereospecific vicinal dicholorination of a wide variety of functionalized olefins such as ketoesters, esters, ketones, carvone, cholesterol and ethyl sorbate (27 examples) was achieved using inexpensive sulfuryl chloride as well as a simple phosphine catalyst under mild reaction conditions. The products were obtained with good to excellent yields and diastereoselectivities (up to 96% yield and >25 : 1 dr).
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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate