- Regioselective Acetoxylation of Terminal Olefins Using a Palladium(II)–Thiadiazole Catalyst
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First-time use of a palladium(II)–thiadiazole catalyst in the allylic oxidation of terminal olefins to linear allylic acetates. Employing this strategy, a range of allylic esters (20 examples) were synthesized in 43 % to 80 % yield with excellent regio- and stereoselectivities.
- Li, Xiaohan,Sun, Bin,Zhou, Jiadi,Jin, Can,Yu, Chuangming
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supporting information
p. 2635 - 2638
(2019/04/04)
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- Ruthenium-Catalyzed Cross-Metathesis of Allyl Acetate and Styrenes: A Practical Approach to the Synthesis of Tripolinolate A and Its Analogs
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The scope of the Ru-catalyzed cross-metathesis of allyl acetates and styrenes was explored. A variety of electronically and structurally divergent styrenes were tolerated, and the resultant products were obtained in reasonable yields. The reported method was utilized in the synthesis of inhibitors of the proliferation of glioma and colorectal cancer cells, tripolinolate A and its diacetate analog.
- Araki, Yasuhiro,Topolov?an, Nikola,Kotora, Martin
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supporting information
p. 1736 - 1739
(2017/04/13)
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- Allylic C-H acetoxylation with a 4,5-diazafluorenone-ligated palladium catalyst: A ligand-based strategy to achieve aerobic catalytic turnover
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Pd-catalyzed C-H oxidation reactions often require the use of oxidants other than O2. Here we demonstrate a ligand-based strategy to replace benzoquinone with O2 as the stoichiometric oxidant in Pd-catalyzed allylic C-H acetoxylation. Use of 4,5-diazafluorenone (1) as an ancillary ligand for Pd(OAc)2 enables terminal alkenes to be converted to linear allylic acetoxylation products in good yields and selectivity under 1 atm O 2. Mechanistic studies have revealed that 1 facilitates C-O reductive elimination from a π-allyl-PdII intermediate, thereby eliminating the requirement for benzoquinone in this key catalytic step.
- Campbell, Alison N.,White, Paul B.,Guzei, Ilia A.,Stahl, Shannon S.
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supporting information; experimental part
p. 15116 - 15119
(2011/01/06)
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- Acquisition of female-attracting fragrance by males of oriental fruit fly from a Hawaiian lei flower, Fagraea berteriana
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Males of the Oriental fruit fly, Bactrocera dorsalis, are strongly attracted to and compulsively feed on a fragrant let flower, Fagraea berteriana. A series of phenylpropanoid components, trans-3,4-dimethoxycinnamyl alcohol, its acetate, and trans-3,4-dim
- Nishida, Ritsuo
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p. 2275 - 2285
(2007/10/03)
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