title: Selective synthesis of seven- and eight-membered ring sultams via two tandem reaction protocols from one starting material.
abstract: From one starting material, two tandem reaction protocols to synthesize seven- and eight-membered ring sultams were developed. One protocol employs intermolecular epoxide ring-opening by NaN3, followed by an intramolecular 7-endo-trig oxa-Michael addition reaction. The second protocol applies to intermolecular aza-Michael addition of a primary amine, followed by 8-endo-tet intramolecular epoxide ring-opening of the resultant amine intermediate. Both protocols afforded the respective sultams in good yields under mild reaction conditions.
authors: Pharmacy School, Jiangsu University , Xuefu Road 301, Zhenjiang City, Jiangsu 212013, China, and Mississippi State University , Mississippi State, Mississippi 39762, United States.
authors: Min
authors: M
authors: Wang
authors: Yanjie
authors: Y
authors: Wang
authors: Xueyong
authors: X
authors: Qi
authors: Guohua
authors: G
authors: Xia
authors: Kun
authors: K
authors: Tong
authors: Jinchang
authors: J
authors: Tu
authors: Charles U
authors: CU
authors: Pittman
authors: Aihua
authors: A
authors: Zhou
mesh_terms: D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism; D047090:beta-Lactams / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000588:Amines; D047090:beta-Lactams