Synthetic studies on (2R, 4'R, 8'R)-. alpha.-tocopherol. An alternative synthesis of (2R, 6R)-(+)-2, 6, 10-trimethylundecan-1-ol, a key side chain synthon

N Cohen, WF Eichel, RJ Lopresti…

Index: Cohen,N. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 22 p. 3512 - 3515

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Citation Number: 20

Abstract

The homologous, optically active alcohols 1 and 2 are key intermediates in the existing total syntheses of (2R, 4'R,-8'R)-a-to~ opherol. l-~ Although these compounds can be obtained by degradation of naturally occurring (7R, llR)-phytol, lJ they have recently been made accessible by synthesis as welL3s4 Whereas the 14-carbon alcohol 1 was constructed from small, microbiologically derived synthons, 3 the homologue 2 was obtained, starting from ...