Diastereoselective Synthesis of Polypropionates: Cationic Couplings of 4-Acetoxy-1,3-dioxanes with Crotyl-Metal Reagents. -Cationic couplings of 4-acetoxy-1,3-dioxanes with allylic metal reagents are investigated. The diastereoselectivity shows marked dependence on the Lewis acid, the reactivity o
ChemInform Abstract: A Critical Evaluation of the Cationic Coupling of 4-Acetoxy-1,3- dioxanes.
โ Scribed by G.-J. BOONS; R. EVESON; S. SMITH; T. STAUCH
- Book ID
- 112038947
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
๐ SIMILAR VOLUMES
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 relat
Alkynyl diethylalanes and stannanes couple with 4-acetoxy-l,3-dioxane 1 in the presence of BF3.OEt 2 to give acetal protected propargylic anti-l,3-diols 2 in high yield, with exquisite diastereoselectivity and little acetal epimerization. These propargylic dioxanes 2 are useful intermediates for fur