McCubbin J Adam, Maddess Matthew L, Lautens Mark
Davenport Laboratories, Department of Chemistry, University of Toronto, Ontario, Canada.
Org Lett. 2006 Jul 6;8(14):2993-6. doi: 10.1021/ol0609356.
[reaction: see text] Allylation of in situ generated beta,gamma-unsaturated aldehydes affords rapid access to vinyl halide analogues of fragment A of the cryptophycins. Three scaffolds are prepared in gram quantities by a ring-closing metathesis approach. Derivatization via a variety of cross-coupling protocols is possible, which affords novel analogues of these potent antimitotic agents.
[反应：见正文] 原位生成的β,γ-不饱和醛的烯丙基化反应能够快速合成隐藻素片段A的卤代乙烯类似物。通过关环复分解方法以克级规模制备了三种骨架。通过各种交叉偶联方案进行衍生化是可行的，这提供了这些强效抗有丝分裂剂的新型类似物。
