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Organocatalytic Isomerization/Allylic Alkylation of O-Acylated Hemithioacetals and Their Application in Tandem Sequence to Access 2,7-Dioxabicyclo[2.2.1]heptan-3-one Derivatives.
Zhang, Huan-Qing; Xi, Ji-Ming; Liao, Wei-Wei.
Affiliation
  • Zhang HQ; Department of Organic Chemistry, College of Chemistry , Jilin University , 2699 Qianjin Street , Changchun 130012 , China.
  • Xi JM; Department of Organic Chemistry, College of Chemistry , Jilin University , 2699 Qianjin Street , Changchun 130012 , China.
  • Liao WW; Department of Organic Chemistry, College of Chemistry , Jilin University , 2699 Qianjin Street , Changchun 130012 , China.
J Org Chem ; 85(2): 1168-1180, 2020 01 17.
Article in En | MEDLINE | ID: mdl-31878775
A novel protocol for the efficient preparation of α-hydroxy allylic thioesters via a Lewis base-catalyzed tandem isomerization/allylic alkylation process is reported. The resulting allylic thioesters can serve as valuable scaffolds to undergo a stereoselective intramolecular cyclization to deliver 2,7-dioxabicyclo[2.2.1]heptan-3-one derivatives in a catalytically atom-economic fashion.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2020 Document type: Article Affiliation country: China Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2020 Document type: Article Affiliation country: China Country of publication: United States