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Diastereoselective construction of anti-4, 5-disubstituted-1, 3-dioxolanes via a bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α, β-unsaturated ketones with paraformaldehyde. Issue 86 (14th September 2015)
Record Type:
Journal Article
Title:
Diastereoselective construction of anti-4, 5-disubstituted-1, 3-dioxolanes via a bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α, β-unsaturated ketones with paraformaldehyde. Issue 86 (14th September 2015)
Main Title:
Diastereoselective construction of anti-4, 5-disubstituted-1, 3-dioxolanes via a bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α, β-unsaturated ketones with paraformaldehyde
Abstract : The bismuth-mediated two-component hemiacetal oxa-conjugate addition provides a mild method for the stereoselective construction of anti -4, 5-disubstituted 1, 3-dioxolanes. Abstract : The bismuth-mediated two-component hemiacetal oxa-conjugate addition of γ-hydroxy-α, β-unsaturated ketones with paraformaldehyde affords anti -4, 5-disubstituted-1, 3-dioxolanes in an efficient and stereoselective manner. The reaction provides a practical, inexpensive and atom-economical approach to these types of heterocycles, which represent useful intermediates for target-directed synthesis and precursors to syn -1, 2-diols.