title: An asymmetric allylic alkylation-Smiles rearrangement-sulfinate addition sequence to construct chiral cyclic sulfones.
abstract: An asymmetric allylic alkylation of Morita-Baylis-Hillman carbonates and β-keto sulfones was investigated by the catalysis of modified cinchona alkaloids, whose products underwent a Smiles rearrangement-sulfinate addition cascade to furnish highly functionalized five-membered cyclic sulfones in moderate to excellent enantioselectivity and good diastereoselectivity after treatment with DBU.
authors.affiliation: Key Laboratory of Drug-Targeting and Drug Delivery System of the Ministry of Education, West China School of Pharmacy, and State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, Sichuan 610041, China, and College of Pharmacy, Third Military Medical University, Shapingba, Chongqing 400038, China.
authors.forename: Quan-Gang
authors.initials: QG
authors.lastname: Wang
authors.forename: Qing-Qing
authors.initials: QQ
authors.lastname: Zhou
authors.forename: Jin-Gen
authors.initials: JG
authors.lastname: Deng
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Chen
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D002930:Cinchona Alkaloids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000498:Allyl Compounds; D002254:Carbonates; D002930:Cinchona Alkaloids; D013450:Sulfones