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Diastereoselective synthesis of polypropionates: Cationic couplings of 4-acetoxy-1,3-dioxanes with crotyl-metal reagents

โœ Scribed by Scott D. Rychnovsky; Christopher J. Sinz

Book ID
104259821
Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
174 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Lewis acids promote the coupling of 4-acetoxy-l,3-dioxanes 1 with crotyl-metal species to generate propionate motifs such as 2. The reactions show a marked dependence on Lewis acid, the crotyl metal species, and the presence and stereochemical disposition of a C5 methyl group. A 1,3-syn methyl relationship is favored in these additions.

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