Studies in polypropionate synthesis: stereoselective synthesis of (-)-denticulatins A and B

Ian Paterson, Michael V. Perkins

Research output: Contribution to journalArticlepeer-review

83 Citations (Scopus)

Abstract

()-Denticulatin B(2) was prepared in 9 steps (20% yield) with 70% overall ds starting from the ethyl ketone (R)-8. Key steps are the novel boron-mediated aldol/reduction, 8 → 12, the titanium aldol couping, 6 + 5 → 18, and the HF-pyridine cyclisation, 20 → 2. Epimerisation at C10 in 20 led to ()-denticulatin A (1).

Original languageEnglish
Pages (from-to)801-804
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number6
DOIs
Publication statusPublished - 4 Feb 1992
Externally publishedYes

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