Mc. Norley et al., A SYNTHETIC APPROACH TO THE C26-C32 FRAGMENT OF RAPAMYCIN - A SYNTHESIS OF ALLYLIC ALCOHOLS FROM ALLYLIC FURYLSILANES, Synlett, (1), 1994, pp. 77-78
Key steps in a synthesis of the C23-C32 fragment of rapamycin include
a regioselective Pd(0)-catalysed silylstannylation of an alkyne; a Pd(
0)-catalysed coupling of a (Z)-2-silyl-1-stannylalkene with an acid ch
oride; and a Fleming-Tamao oxidation of an allylic silanol generated b
y photo-oxidation of an allylic furyldimethylsilane.