267005-97-0Relevant academic research and scientific papers
Catalytic Multisite-Selective Acetoxylation Reactions at sp2 vs sp3 C-H Bonds in Cyclic Olefins
Zang, Zhong-Lin,Zhao, Sheng,Karnakanti, Shuklachary,Liu, Cheng-Lin,Shao, Pan-Lin,He, Yun
, p. 5014 - 5017 (2016/10/14)
The first Pd-catalyzed multisite-selective acetoxylation reactions are disclosed at an unactivated alkene sp2 C-H bond versus secondary allylic sp3 C-H bond in cyclic olefins via the modulation of directing groups. The different directing groups overcome the key challenge in differentiating C-H bonds and provide a new controlling approach for site-specific C-H activation. A wide variety of substrates are readily acetoxylated under operationally simple conditions. Mechanistic studies suggest that different Pd (IV) intermediates were involved in the multisite-selective acetoxylation reactions.
Synthesis of (-)-cubebol by face-selective platinum-, gold-, or coppercatalyzed cycloisomerization: Evidence of chirality transfer and mechanistic insights
Fehr, Charles,Winter, Beat,Magpantay, Iris
experimental part, p. 9773 - 9784 (2010/04/24)
We describe in detail a direct, stereoselective synthesis of (-)-cubebol based on a Pt-, Au-, or Cu-catalyzed cycloisomerization in which control of the configuration of the propargylic center is essential for the facial selectivity. In addition, we show that cycloisomerization reactions of enantioenriched propargyl pivalates occur with substantial chirality transfer. We confirm a mechanism by means of cyclization followed by an [l,2]-acyl migration for the Pt- and the Au-catalyzed cycloisomerization. So far, no evidence supports that the Cu-catalyzed cycloisomerization follows the same reaction course.
Synthesis of (-)-cubebol by face-selective platinum-, gold-, or copper-catalyzed cycloisomerization: Evidence for chirality transfer
Fehr, Charles,Galindo, Jose
, p. 2901 - 2904 (2007/10/03)
Facing facts : Control of the configuration of the propargylic center in 1 is essential for the facial selectivity observed in the Pt-, Au-, or Cu-catalyzed enyne cycloisomerization. This route has been used for the stereoselective synthesis of the natura
