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通过改良 Julia 烯烃化反应获得官能化的甾体侧链。

Access to functionalized steroid side chains via modified Julia olefination.

机构信息

Department of Chemistry, 207 Pleasant Street, SE, University of Minnesota, Minneapolis, Minnesota 55455, USA.

出版信息

Org Lett. 2011 Feb 18;13(4):703-5. doi: 10.1021/ol102936z. Epub 2011 Jan 18.

Abstract

Various functionalized steroidal side chains were conveniently accessed by a modified Julia olefination strategy using a common sulfone donor and an appropriate α-branched aldehyde acceptor. For the coupling of these hindered classes of reaction partners (and in contrast to typically observed trends), the benzothiazolyl(BT)-sulfone anion gave superior outcomes compared to the phenyltetrazolyl(PT)-sulfone anion.

摘要

各种功能化的甾体侧链可通过使用通用亚砜供体和合适的α-支链醛接受体的改进 Julia 烯丙基化策略方便地获得。对于这些受阻反应性试剂的偶联(与通常观察到的趋势相反),苯并噻唑基(BT)-亚砜阴离子比苯并四唑基(PT)-亚砜阴离子给出更好的结果。

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