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2004
Alcohols
P 0110
50- 041
1,5-Stereocontrol in Reactions of 5-Benzyloxy-4-methylpent-2-enyl Bromides with
Aldehydes Mediated by Bi(0): Synthesis of Aliphatic Compounds with 1,5-syn-Related Methyl Groups. — In situ generated low-valent Bi-species forms an intermediate with the pentenyl bromide which reacts with aldehydes with useful levels of anti-diastereocontrol. The utility of product (IIIa) is demonstrated by its conversion to the
1,5-syn related dimethyl derivative (VII) and further elaboration to the advanced intermediate (VIII) of a membrane lipid. — (DONNELLY, S.; THOMAS*, E. J.;
FIELDING, M.; Tetrahedron Lett. 45 (2004) 36, 6779-6782; Dep. Chem., Univ.
Manchester, Manchester M13 9PL, UK; Eng.) — Mais
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