title: Facile synthesis of carbohydrate-integrated isoxazolines through tandem [4+1] cycloaddition and rearrangement of 2-nitroglycals.
abstract: Carbohydrate-integrated isoxazolines were synthesized from 2-nitroglycals and sulfur ylides, with the aid of 1-phenylthiourea catalyst. The reactions proceeded via [4+1] annulations and upon subsequent rearrangement, afforded the corresponding isoxazolines in high yields with excellent diastereoselectivities (up to 95% de).
authors: Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371.
authors: Shuting
authors: S
authors: Cai
authors: Shaohua
authors: S
authors: Xiang
authors: Jing
authors: J
authors: Zeng
authors: Bala Kishan
authors: BK
authors: Gorityala
authors: Xue-Wei
authors: XW
authors: Liu
mesh_terms: D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008968:Molecular Conformation; D010670:Phenylthiourea / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D002241:Carbohydrates; D007555:Isoxazoles; D010670:Phenylthiourea