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- Enantioselective total synthesis of (-)-denticulatins A and B using a novel group-selective aldolization of a meso dialdehyde as a key step
De Brabander, J.; Oppolzer, W.
Tetrahedron 1997, 53, 9169-9202
The diastereoselective synthesis of (−)-denticulatin A (1a) was achieved for the first time in 9 steps (41% yield) based on a novel group-selective aldolization of a meso dialdehyde as a key step. The inherent chirality present in bornanesultam 4 was thus transmitted to the five stereocenters spanning C4–C8 in key intermediate 8. In addition, denticulatin B (1b) was obtained from the common intermediate 8en route to denticulatin A in 10 steps and 35% overall yield.
DOI : 10.1016/S0040-4020(97)00617-0
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