147219-88-3Relevant academic research and scientific papers
Synthesis of spiroindanes by palladium-catalyzed oxidative annulation of non- or weakly activated 1,3-dienes involving C-H functionalization
Khan, Imtiaz,Chidipudi, Suresh Reddy,Lam, Hon Wai
, p. 2613 - 2616 (2015)
The synthesis of spiroindanes by the palladium-catalyzed oxidative annulation of non- or weakly activated 1,3-dienes with 2-aryl cyclic 1,3-dicarbonyl compounds is described. Examples of the dearomatizing oxidative annulation of 1,3-dienes with 1-aryl-2-naphthols are also presented. This journal is
Synthetic studies on clerodane diterpenoids. 3. An alternative synthesis of an unnatural antifeedant
Liu, Hsing-Jang,Al-Said, Naim H.
, p. 203 - 207 (1997)
An alternative synthesis of (1S*,2S*,6R*,10S*)-2-acetoxy-1-acetoxymethyl-5,5- dimethylbicyclo[4.4.0]decane-10-spiro-2′-oxirane (1), an unnatural antifeedant, has been effected via an intermolecular Diels-Alder approach.
Rhodium-Catalyzed Oxidative C-H Allylation of Benzamides with 1,3-Dienes by Allyl-to-Allyl 1,4-Rh(III) Migration
Korkis, Stamatis E.,Burns, David J.,Lam, Hon Wai
supporting information, p. 12252 - 12257 (2016/09/28)
The Rh(III)-catalyzed oxidative C-H allylation of N-acetylbenzamides with 1,3-dienes is described. The presence of allylic hydrogens cis to the less substituted alkene of the 1,3-diene is important for the success of these reactions. With the assistance of reactions using deuterated 1,3-dienes, a proposed mechanism is provided. The key step is postulated to be the first reported examples of allyl-to-allyl 1,4-Rh(III) migration.
Julia-Kocienski reaction-based 1,3-diene synthesis: Aldehyde-dependent (E, E/E, Z)-selectivity
Billard, Francois,Robiette, Raphael,Pospisil, Jiri
supporting information; experimental part, p. 6358 - 6364 (2012/10/07)
A new modification of Julia-Kocienski olefination reaction based on the use of cation-specific chelating agents that yields 1,3-dienes with predictable (E/Z)-selectivity on newly created double bond was developed. The influence of the aldehyde structure on reaction (E/Z) selectivity is discussed and rationalized.
Lewis acid-promoted addition of 1,3-bis(silyl)propenes to aldehydes: A route to 1,3-dienes
Borg, Tessie,Tuzina, Pavel,Somfai, Peter
experimental part, p. 8070 - 8075 (2011/11/28)
The Lewis acid-promoted addition of 1,3-bis(silyl)-propenes to aldehydes to provide the corresponding (E)-1,3-dienes in excellent stereoselectivity and good to excellent yields is reported. The procedure is mild, base-free, and operationally straightforward.
Core structure of eremophilanes and bakkanes through niobium catalyzed Diels-Alder reaction: Synthesis of (±)-bakkenolide A
Constantino, Mauricio G.,De Oliveira, Kleber T.,Polo, Ellen C.,Da Silva, Gil V. J.,Brocksom, Timothy J.
, p. 9880 - 9883 (2007/10/03)
A suitable intermediate for the synthesis of eremophilanes and bakkanes was prepared by a highly regioselective and stereoselective one-step synthesis through a niobium catalyzed Diels-Alder reaction. As a demonstration of the versatility of this intermed
Pentadienylzirconium compounds: Easily accessible new reagents for selective pentadienylation reactions
Bertus, Philippe,Cherouvrier, Franck,Szymoniak, Jan
, p. 1677 - 1680 (2007/10/03)
2,4-Pentadienylzirconium complexes are generated from 2,4- or 2,2′-pentadienyl ethers in turn. These compounds react in situ with aldehydes and ketones in a totally γ-regioselective manner and with predominant anti stereoselectivity to produce bis(homoall
Synthesis of conjugated dienes from vinyl epoxides, vinyl acetonides and 2,5-dihydrofurans via zirconocene-mediated deoxygenation
Kim, Sunggak,Kim, Kwan Hee
, p. 1095 - 1097 (2007/10/03)
The zirconocene-mediated reaction of vinyl epoxides, vinyl acetonides and 2,5-dihydrofurans proceeds via deoxygenation, yielding conjugated dienes.
Highly regio-, (E)-stereo-, and diastereoselective SN2′ addition of organocuprates to chiral allylic cyclic carbonates
Kang, Suk-Ku,Lee, Dong-Ha,Sim, Hyeong-Su,Lim, Jong-Suk
, p. 91 - 94 (2007/10/02)
Reaction of the cyclic carbonates of acyclic vinyl diols with RCu(CN)Li· BF3, RCu(CN)MgBr·BF3, or RMgBr·CuI (cat) in THF at -78°C proceeded in SN2′ fashion and resulted in the formation of alkylated (E)-allylic alcohols wi
New Strategy in the Synthesis of 3-Deoxy-D-manno-2-octulosonic acid (KDO), 2-Deoxy-KDO and Thioglycoside of KDO
Lubineau, A.,Auge, J,,Lubin, N.
, p. 4639 - 4650 (2007/10/02)
To take advantage of the synthetic intermediates on the way to KDO, we developed a new strategy based on an aqueous hetero Diels-Alder reaction with a water-soluble diene derived from D-glyceraldehyde, followed by a dihydroxylation of the newly created do
