Total synthesis of tropinone using 1,3-dipolar cycloaddition of cyclic azomethine ylide and phenyl vinyl sulfone as the key step

TitleTotal synthesis of tropinone using 1,3-dipolar cycloaddition of cyclic azomethine ylide and phenyl vinyl sulfone as the key step
Publication TypeJournal Article
Year of Publication2010
AuthorsLaha, JK
JournalChemistry of Natural Compounds
Volume46
Issue2
Pagination254-256
Date PublishedMAY
ISSN0009-3130
Keywords1, 3-dipolar cycloaddition, cyclic azomethine ylide, phenyl vinyl sulfone, tropane alkaloids, tropinone
Abstract

Total synthesis of tropinone from the readily available piperidone 2 is described. The rapid assembly of the tropane skeleton was achieved by 1,3-dipolar cycloaddition of cyclic azomethine ylide 3 to phenyl vinyl sulfone.

Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)0.693
Divison category: 
Organic Chemistry