An enantioselective total synthesis of (+)-picrasin B

Kenji Kawada, Moonsun Kim, David S. Watt

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

An enantioselective total synthesis of (+)-picrasin B (1) from the R-(-)-enantiomer of the Wieland-Miescher ketone (4) employed an A-AB-ABC-ABCD sequence to assemble the tetracyclic skeleton and relied upon a free radical cyclization of an α-bromoacetal to an enone in order to introduce the D ring and a manganese(III) acetate oxidation of a tricyclic enone intermediate in order to introduce the C-11 oxygen substituent.

Original languageEnglish
Pages (from-to)5989-5992
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number44
DOIs
StatePublished - 1989

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'An enantioselective total synthesis of (+)-picrasin B'. Together they form a unique fingerprint.

Cite this