A doubly-convergent and regioselective synthesis of (±)-daunomycinone

Joaquin Tamariz, Pierre Vogel

Research output: Contribution to journalArticlepeer-review

32 Scopus citations

Abstract

The monoadduct of benzoquinone to 2,3,5,6-tetramethylidene-7-oxabicyclo[2.2. l]heptane (7) was transformed into (1RS,4RS,4aSR)-2,3-dimethylidene-l,4-epoxy-l,2,3,4,4a,10-hexahydro-8-methoxyanthracene (28). ‡The exocyclic diene added to methy into (±)-7,9-dideoxydaunomycinone (54), a known precursor of(±)-daunomycinone.

Original languageEnglish
Pages (from-to)4549-4560
Number of pages12
JournalTetrahedron
Volume40
Issue number22
DOIs
StatePublished - 1984
Externally publishedYes

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