Toward the Synthesis of Reidispongiolide A: An Improved Stereocontrolled Synthesis of the C23-C35 Fragment of Reidispongiolide A

An improved synthesis of 1 (R = SiPh2CMe3, R1 = SiMe2CMe3) which contains the C23-C35 moiety of reidispongiolide A, was completed. An intermol. Nozaki-Hiyama-Kishi coupling was employed for the union of C23-C30 and C31-C35 fragments. A discussion on the factors influencing the stereochem. outcome of (E)-crotylboration reactions of alpha-methyl-beta-alkoxy aldehydes was also presented.