62083-22-1Relevant academic research and scientific papers
Activation of alcohols with carbon dioxide: Intermolecular allylation of weakly acidic pronucleophiles
Lang, Simon B.,Locascio, Theresa M.,Tunge, Jon A.
supporting information, p. 4308 - 4311 (2014/11/08)
The direct coupling of allyl alcohols with nitroalkanes, nitriles, and aldehydes using catalytic Pd(PPh3)4 has been accomplished via activation of C-OH bonds with CO2. The in situ formation of carbonates from alcohols and CO2 facilitates oxidative addition to Pd to form reactive π-allylpalladium intermediates. In addition, the formation of a strong base activates nucleophiles toward the reaction with the π-allylpalladium electrophile. Overall, this atom economical reaction provides a new C-C bond without the use of an external base and generates water as the only byproduct.
Palladium/Bronsted acid-catalyzed α-allylation of aldehydes with allylic alcohols
Jiang, Gaoxi,List, Benjamin
experimental part, p. 1667 - 1670 (2011/09/14)
A simple, highly efficient, and readily scalable direct α-allylation of aldehydes with allylic alcohols that is co-catalyzed by palladium and a Bronsted acid has been developed. Copyright
An expedient protocol for cyclopentenone annulation
Kulkarni, Mukund G.,Davawala, Saryu I.,Doke, Aniruddha K.,Pendharkar, Dhananjay S.
, p. 2919 - 2926 (2007/10/03)
A convenient and general protocol for the cyclopentenone annulation process is described.
A short synthesis of (±)-laurene: Mechanistic reinvestigation in palladium-catalyzed cycloreductions of 1,6-enynes
Chang Ho Oh,Je Wook Han,Joo Sung Kim,Sung Yong Um,Hyung Hoon Jung,Won Hyung Jang,Ho Shik Won
, p. 8365 - 8369 (2007/10/03)
Two palladium-catalyzed cycloreduction strategies have been applied for the synthesis of laurene. Palladium-catalyzed cyclizations of 1,6-enynes initially form the corresponding alkylpalladium intermediates. While triethylsilane could directly reduce the intermediates to lead to the corresponding cycloreduced products, the intermediates in the presence of even excess formic acid underwent β-elimination to yield the dienes that were further reduced at the less hindered olefins to yield the cycloreduced products. (C) 2000 Elsevier Science Ltd.
An efficient synthesis of α-Cuparenone
Chavan, Subhash P.,Ravindranathan,Patil, Sachindra S.,Dhondge, Vijay D.,Dantale, Shuhhada W.
, p. 2629 - 2630 (2007/10/03)
Synthesis of α-Cuparenone is described. The key step involved are photorearrangement of α-halo arylketone (4) to 1-methyl-1-(p-tolyl)acetic acid (5) and extremely mild, essentially neutral, room temperature/3-aza-claisen reaction of N-allylamide (6).
Radical cyclization strategies to terpenoids; syntheses of (±)-β-cuparenone, (±)-laurene and epilaurenes
Srikrishna,Sundarababu
, p. 481 - 496 (2007/10/19)
Radical cyclization of the bromide 8, obtained in 5 steps from the ketone 9, furnished exclusively 14 via 6-endo frig cyclization with out any observable amount of 5-exo trig product 1. 5-Exo dig radical cyclization of the bromo acetate 23, prepared from
TOTAL SYNTHESIS OF (+/-)-LAURENE AND EPILAURENE BY RADICAL CYCLISATION REACTION
Srikrishna, A.,Sunderbabu, G.
, p. 3561 - 3562 (2007/10/02)
Total synthesis of (+/-)-laurene and epilaurene, via the radical cyclisation of the xanthate (11) derived from the acetylenic alcohol (10), is described.
