Concise route to defined stereoisomers of the hydroxy acid of the chondramides
- 作者：Anke Schmauder ; Sven Mü ; ller ; Martin E. Maier
- 关键词：Ionosphere ; Monthly median models ; Nowcasting models ; Oblique radio sounding
- 刊名：Tetrahedron
- 出版年：2008
- 期刊代码：107_00404020
- 类别：ch
- 出版时间：30 June 2008
- 卷：64
- 期：27
- 页码：6263-6269
- 文件大小：342 K
摘要
The use of Kobayashi vinylogous aldol reaction in the reaction with acetaldehyde led to anti-aldol product 11. After reductive removal of the chiral auxiliary, the primary alcohol was converted to the allyliodide 14. This compound could be engaged in an Evans alkylation reaction, leading eventually to hydroxy acid 19. Inclusion of a Mitsunobu inversion reaction on the sequence starting with ent-11 led to hydroxy ester 30, featuring a 6,7-syn-configuration. These hydroxy acids should help to elucidate the correct stereostructure of the chondramide depsipeptides.