Synthesis of the C8-C15 Segment of (+)-Discodermolide
- 1 December 1997
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 26 (12) , 1193-1194
- https://doi.org/10.1246/cl.1997.1193
Abstract
Succeeding to the preceding paper, stereoselective synthesis of the C8-C15 segment of (+)-discodermolide (1), the marine natural product having the potent immunosuppressive activity, is described in which the contiguous asymmetric centers at C11 and C12 positions were stereospecifically constructed via the methylation of an epoxy alcohol with lithium dimethylcuprate.This publication has 6 references indexed in Scilit:
- Highly Selective Synthesis of Z-Unsaturated Esters by Using New Horner−Emmons Reagents, Ethyl (Diarylphosphono)acetatesThe Journal of Organic Chemistry, 1997
- Practical synthesis of Z-unsaturated esters by using a new Horner-Emmons reagent, ethyl diphenylphosphonoacetateTetrahedron Letters, 1995
- Total Synthesis of Rapamycin and DemethoxyrapamycinJournal of the American Chemical Society, 1995
- MPM (4-methoxybenzyl) protection of hydroxy functions under mild acidic conditionsTetrahedron Letters, 1988
- Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketonesThe Journal of Organic Chemistry, 1983
- The first practical method for asymmetric epoxidationJournal of the American Chemical Society, 1980