Chiral butenolides in diels-alder cycloadditions with isoprene and cyclopentadiene
✍ Scribed by Rosa M Ortuño; Rosa Batllori; Montserrat Ballesteros; Montserrat Monsalvatje; Jordi Corbera; Francisco Sánchez-Ferrando; Josep Font
- Publisher
- Elsevier Science
- Year
- 1987
- Tongue
- French
- Weight
- 230 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0040-4039
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Differently substituted chiral butenolides, prepared from D-ribonolactone react atadiene at 210" affording enantiomerically pure bicycloadducti as single dialtereoisomers, in good yields. The ability of protoanemonin (formed in some pyrolytic reaction conditions) to react regiospecifically at the ex
Cycloaddition of cyclopentadiene with a D-arabinose-derived cis-dienophile, methyl (Z)-4,5,6,7-tetra-O-acetyl-2,3-dideoxy-D-arabino-hept-2-enonate (2), under thermal conditions gave essentially a single norbornene adduct, isolated crystalline in 81% yield and identified by NMR spectroscopy and X-ray