Journal article
Tetraallylstannane and Weinreb amides: A simple 'green' route to N-protected homoallylic alcohols and allyl ketones
Tetrahedron Letters, Vol.41(42), pp.8147-8151
2000
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%). (C) 2000 Published by Elsevier Science Ltd.
Details
- Title
- Tetraallylstannane and Weinreb amides: A simple 'green' route to N-protected homoallylic alcohols and allyl ketones
- Authors
- A McCluskey (Author) - University of NewcastleJ Garner (Author) - University of NewcastleDavid James Young (Author) - Griffith UniversityS Caballero (Author) - DeLa Salle University, Philippines
- Publication details
- Tetrahedron Letters, Vol.41(42), pp.8147-8151
- Publisher
- Pergamon
- Date published
- 2000
- DOI
- 10.1016/S0040-4039(00)01408-8
- ISSN
- 0040-4039
- Organisation Unit
- University of the Sunshine Coast, Queensland
- Language
- English
- Record Identifier
- 99449195902621
- Output Type
- Journal article
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- Chemistry, Organic
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