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 language | English |
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Pages (from-to) | 801-804 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 33 |
Issue number | 6 |
DOIs | |
Publication status | Published - 4 Feb 1992 |
Externally published | Yes |