Shotwell J Brad, Roush William R
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA.
Org Lett. 2004 Oct 14;6(21):3865-8. doi: 10.1021/ol048381z.
[reaction: see text] An efficient synthesis of the C(11)-C(29) fragment 31 of amphidinolide F has been accomplished via a diastereoselective [3 + 2]-annulation reaction of allylsilane 5 and ethyl glyoxylate to prepare the key tetrahydrofuran 15 and a highly stereoselective methyl ketone aldol reaction to generate the C(11)-C(16) segment.
[反应：见正文] 通过烯丙基硅烷5与乙醛酸乙酯的非对映选择性[3+2]环化反应制备关键的四氢呋喃15，并通过高度立体选择性的甲基酮羟醛反应生成C(11)-C(16)片段，实现了两性霉素F的C(11)-C(29)片段31的高效合成。
