The asymmetric synthesis of 2S,3S- and 2R,3S-3-methyl-2-phenyl-1,4- benzodioxane from (-)-ephedrine is reported. Comparison of the c.d. curves of these compounds with those of the natural neolignans eusiderin and eusiderin C allows the assignment of 2R,3R configuration to eusiderin and of 2R,3S configuration to eusiderin C and eusiderin D.
Asymmetric synthesis of 3-methyl-2-phenyl-1,4-benzodioxanes. Absolute configuration of the neolignans eusiderin and eusiderin C and D / A. Arnoldi, L. Merlini. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - 1985:12(1985), pp. 2555-2557.
Asymmetric synthesis of 3-methyl-2-phenyl-1,4-benzodioxanes. Absolute configuration of the neolignans eusiderin and eusiderin C and D
A. ArnoldiPrimo
;L. MerliniUltimo
1985
Abstract
The asymmetric synthesis of 2S,3S- and 2R,3S-3-methyl-2-phenyl-1,4- benzodioxane from (-)-ephedrine is reported. Comparison of the c.d. curves of these compounds with those of the natural neolignans eusiderin and eusiderin C allows the assignment of 2R,3R configuration to eusiderin and of 2R,3S configuration to eusiderin C and eusiderin D.
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