Efficient strategy for the construction of both enantiomers of the octahydropyrroloquinolinone ring system: total synthesis of (+)-aspidospermidine

TitleEfficient strategy for the construction of both enantiomers of the octahydropyrroloquinolinone ring system: total synthesis of (+)-aspidospermidine
Publication TypeJournal Article
Year of Publication2016
AuthorsPandey, G, Burugu, SKumar, Singh, P
JournalOrganic Letters
Volume18
Issue7
Pagination1558-1561
Date PublishedAPR
ISSN1523-7060
Abstract

An efficient and highly stereoselective intramolecular [3 + 2] cycloaddition of nonstabilized azomethine ylide generated from a designed bicyclic aminal precursor is reported for the synthesis of both (-)- and (+)-octahy-dropyrroloquinolinone. One of the enantiomers is further advanced to accomplish the total synthesis of (+)-aspidospermidine.

DOI10.1021/acs.orglett.6b00374
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)6.732
Divison category: 
Organic Chemistry