Crystallization-Induced Diastereomer Transformation of α-Bromo α'-Sulfinyl Ketones. Diastereodivergent Synthesis of (+)-α-Conhydrine and (-)-β-Conhydrine.
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DOI: 10.1021/acs.orglett.1c03237
Abstract: Crystallization-Induced Diastereomer Transformation (CIDT) of α-bromo-α'-(R)-sulfinylketones is reported. This process provides not readily accessible enantiopure stereolabile α-bromoketones, which after diastereoselective carbonyl group reduction lead to the corresponding highly value-added anti and syn-bromohydrins with excellent diastereoselectivities.… read more here.
Keywords: diastereodivergent synthesis; induced diastereomer; diastereomer transformation; conhydrine ... See more keywords