Tetrahedron letters

Studies towards the total synthesis of rapamycin: A convergent and stereoselective synthesis of the C 22 C 32 carbon framework

JC Anderson, SV Ley, SP Marsden

文献索引：Anderson, James C.; Ley, Steven V.; Marsden, Stephen P. Tetrahedron Letters, 1994 , vol. 35, # 13 p. 2087 - 2090

全文：HTML全文

被引用次数: 37

摘要

Abstract A convergent synthesis of the C 22 C 32 portion of rapamycin has been achieved by way of a Nozaki-Kishi coupling of vinyl iodide 14 with aldehyde 13. This aldehyde is available by the stereoselective addition of organometallic reagents to aldehyde 5, synthesised by either of two selenium mediated electrophilic cyclisations. Optically active starting materials for this synthesis are prepared by an enzymatic acylation of meso-diol 6.