Jahn Ullrich, Hartmann Philip, Kaasalainen Emmi
Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, Germany.
Org Lett. 2004 Jan 22;6(2):257-60. doi: 10.1021/ol036233n.
[reaction: see text] An efficient oxidative radical cyclization approach for the synthesis of 2-alkenyl cyclopentane or cyclohexane carboxylates from omega-silylallyl ester enolates induced by recyclable SET oxidant ferrocenium hexafluorophosphate has been developed. A new tandem alkoxycarbonylation/oxidative radical cyclization/cationic termination process forms the basis for a five-step synthesis of the cyclopentanoid monoterpene dihydronepetalactone and analogues.
[反应：见正文] 已开发出一种高效的氧化自由基环化方法，用于由可循环使用的单电子转移（SET）氧化剂六氟磷酸二茂铁诱导，从ω-硅烷基烯丙基酯烯醇盐合成2-烯基环戊烷或环己烷羧酸盐。一种新的串联烷氧基羰基化/氧化自由基环化/阳离子终止过程构成了环戊烷类单萜二氢荆芥内酯及其类似物五步合成的基础。
