Application of Mitsunobu Reagents to Redox Isomerization of CF3-Containing Propargylic Alcohols to (E)-α,β-Enones

2011 ◽  
Vol 76 (6) ◽  
pp. 1957-1960 ◽  
Author(s):  
Yohsuke Watanabe ◽  
Takashi Yamazaki
Keyword(s):  
Propargylic Alcohols ◽  
Redox Isomerization

Total syntheses of melodienones by redox isomerization of propargylic alcohols

2021 ◽  
Author(s):  
Chunmao Dong ◽  
Weiwei Peng ◽  
Huan Wang ◽  
Xiao Zhang ◽  
Jun Zhang ◽  
...  
Keyword(s):  
Total Syntheses ◽  
Propargylic Alcohols ◽  
Rapid Construction ◽  
Redox Isomerization

A remarkable base-promoted methodology for rapid construction of the (E)- and (Z)-γ-oxo-α,β-alkenoic esters skeleton involved with readily accessed vinyl propargylic alcohols through modified redox isomerization was uncovered. This approach manifested...

Remote C(sp3)–H vinylation via radical-mediated consecutive fission of C–H and C–C bonds

2020 ◽  
Vol 7 (19) ◽  
pp. 2981-2985
Author(s):  
Tao Niu ◽  
Shan Yang ◽  
Xinxin Wu ◽  
Chen Zhu
Keyword(s):  
Propargylic Alcohols

Described herein is a radical-mediated vinylation of the remote C(sp3)–H bonds of propargylic alcohols.

Gold Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Reaction Pathways to Access 1,3-Aminoalcohols, 3-Hydroxyketones or 3-Aminoketones

2018 ◽  
Author(s):  
Victor Laserna ◽  
Tom Sheppard
Keyword(s):  
Gold Catalysis ◽  
Reaction Pathways ◽  
High Yield ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
Catalytic Quantity ◽  
Selective Formation ◽  
General Method

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. Firstly, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxy imines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-aminoalcohols with high syn seletivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway.<br>

Catalyst- and Additive-Free Cascade Phosphorylation/Cyclization of Propargylic Alcohols and R2P(O)OH

2021 ◽  
pp. 152761
Author(s):  
Yuxing Zhang ◽  
Xian-Rong Song ◽  
Fengyan Jin ◽  
Tao Yang ◽  
Ruchun Yang ◽  
...  
Keyword(s):  
Propargylic Alcohols
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