title: Stereoselective synthesis of spirocyclic oxindoles via Prins cyclizations.
abstract: The synthesis of spirocyclic oxindole pyran and oxepene frameworks using highly stereoselective Prins cyclizations of homoallylic and bis-homoallylic alcohols and isatin ketals is described.
authors.affiliation: Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, 590 Commonwealth Avenue, Boston, Massachusetts 02215, USA.
authors.forename: M Paola
authors.initials: MP
authors.lastname: Castaldi
authors.forename: Dawn M
authors.initials: DM
authors.lastname: Troast
authors.forename: John A
authors.initials: JA
authors.lastname: Porco
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007510:Isatin / Q000737:chemistry; D010082:Oxepins / Q000138:chemical synthesis* / Q000737:chemistry; D000078183:Oxindoles; D020005:Propanols / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D007211:Indoles; D010082:Oxepins; D000078183:Oxindoles; D020005:Propanols; D011714:Pyrans; D012821:Silanes; D013141:Spiro Compounds; C511847:allylsilane; C022960:2-oxindole; C006463:allyl alcohol; D007510:Isatin