Abstract
We have explored the addition of tetraallylstannane (7) to a variety of N-protected Weinreb amides (N-phthalimido and N-benzyl). Reactions were conducted in methanol and the ionic liquid, butylmethylimidazole tetrafluoroborate (bmim[BF4]), yields of the corresponding N-protected allylketones were moderate to good. Allylation of the corresponding aminoaldehydes gave excellent yields of homoallylic alcohols (68-94%) and moderate to good diastereoselectivities (50-86%).
Original language | English |
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Pages (from-to) | 8147-8151 |
Number of pages | 5 |
Journal | Tetrahedron Letters |
Volume | 41 |
Issue number | 42 |
DOIs | |
Publication status | Published - 14 Oct 2000 |
Externally published | Yes |