title: Highly stereoselective synthesis of indanes with four stereogenic centers via sequential Michael reaction and [3+2] cycloaddition.
abstract: A highly efficient organocatalytic sequential reaction involving Michael addition of bis(phenylsulfonyl)ethylene, in situ condensation and intramolecular nitrone [3+2] cycloaddition with a variety of aldehydes and hydroxyamines to afford a single diastereomer of indanes with four stereogenic centers in excellent yields and stereoselectivities was developed.
authors.affiliation: Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, Singapore, 637371, Singapore.
authors.forename: Pei Juan
authors.initials: PJ
authors.lastname: Chua
authors.forename: Bin
authors.initials: B
authors.lastname: Tan
authors.forename: Limin
authors.initials: L
authors.lastname: Yang
authors.forename: Xiaofei
authors.initials: X
authors.lastname: Zeng
authors.forename: Di
authors.initials: D
authors.lastname: Zhu
authors.forename: Guofu
authors.initials: G
authors.lastname: Zhong
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D005030:Ethylenes / Q000138:chemical synthesis / Q000737:chemistry; D007189:Indans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: C551485:1,1-bis(phenylsulfonyl)ethylene; D000447:Aldehydes; D005030:Ethylenes; D007189:Indans; D013438:Sulfhydryl Compounds