Department of Chemistry, 207 Pleasant Street, SE, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Org Lett. 2011 Feb 18;13(4):703-5. doi: 10.1021/ol102936z. Epub 2011 Jan 18.
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.
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。