Three couples of enantiomeric synthons corresponding to six 24-alkylsterol side chains, (R)- and (S)-1-bromo-3,4-dimethylpentane, (R)- and (S)-1-bromo-3-ethyl-4-methylpentane, and (R)- and (S)-5-(acetyloxy)-1-bromo-3-(1-methylethyl)pentane, were synthesized from the same chiral intermediate, (R)-5-(acyloxy)-3-(1-methylethyl)pentan-1-ol, readily obtainable from (R)-(+)-limonene.
Synthesis of enantiomerically pure 24-alkylsterol side chains, in both enantiomeric forms, starting from (R)-(+)-limonene / F. Nicotra, L. Panza, F.C.V. Ronchetti, G. Russo, L. Toma. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 51:8(1986), pp. 1272-1276.
Synthesis of enantiomerically pure 24-alkylsterol side chains, in both enantiomeric forms, starting from (R)-(+)-limonene
F.C.V. Ronchetti;G. RussoPenultimo
;
1986
Abstract
Three couples of enantiomeric synthons corresponding to six 24-alkylsterol side chains, (R)- and (S)-1-bromo-3,4-dimethylpentane, (R)- and (S)-1-bromo-3-ethyl-4-methylpentane, and (R)- and (S)-5-(acetyloxy)-1-bromo-3-(1-methylethyl)pentane, were synthesized from the same chiral intermediate, (R)-5-(acyloxy)-3-(1-methylethyl)pentan-1-ol, readily obtainable from (R)-(+)-limonene.
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