Alkylation of lithiated dimethyl tartrate acetonide with unactivated alkyl halides and application to an asymmetric synthesis of the 2,8-dioxabicyclo[3.2.1]octane core of squalestatins/zaragozic acids

(R,R)-Dimethyl tartrate acetonide 7 in THF/HMPA undergoes deprotonation with LDA and reaction at −78 °C during 12–72 h with a range of alkyl halides, including non-activated substrates, to give single diastereomers (at the acetonide) of monoalkylated tartrates 17, 24, 33a–f, 38a,b, 41 of R,R-configu...

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Detalles Bibliográficos
Autores principales: Sintim, Herman O, Al Mamari, Hamad H, Almohseni, Hasanain A A, Fegheh-Hassanpour, Younes, Hodgson, David M
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604716/
https://www.ncbi.nlm.nih.gov/pubmed/31293666
http://dx.doi.org/10.3762/bjoc.15.116

Internet

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6604716/
https://www.ncbi.nlm.nih.gov/pubmed/31293666
http://dx.doi.org/10.3762/bjoc.15.116

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