title: Gamma-allyl phosphinoyl phenyl sulfone (GAPPS): a conjunctive reagent for the synthesis of EE, EZ, and ET 1,3-dienes.
abstract: A three-operation conjunctive strategy is available for the synthesis of EE, EZ, and ET dienes. This protocol employs a sequential Wadsworth-Emmons reaction using a GAPPS reagent followed by alkylation of an allylic sulfone anion, and finally ligand-mediated, palladium-catalyzed desulfonylation.
authors: Department of Chemistry, 560 Oval Drive, Purdue University, West Lafayette, IN 47907, USA.
authors: Xiaojin
authors: X
authors: Li
authors: Douglas
authors: D
authors: Lantrip
authors: Philip L
authors: PL
authors: Fuchs
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis*; D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis; D018942:Macrolides / Q000138:chemical synthesis; D013237:Stereoisomerism; D013450:Sulfones / Q000737:chemistry*
chemical_list: D000475:Alkenes; D000498:Allyl Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D005231:Fatty Acids, Unsaturated; C481034:Gamma-allyl phosphinoyl phenyl sulfone; D018942:Macrolides; D013450:Sulfones; C421091:callystatin A; C449042:scytophycin C; C114125:apoptolidin