31508-12-0Relevant academic research and scientific papers
Accessing 1,3-Dienes via Palladium-Catalyzed Allylic Alkylation of Pronucleophiles with Skipped Enynes
Gao, Shang,Liu, Hao,Yang, Chi,Fu, Zhiyuan,Yao, Hequan,Lin, Aijun
supporting information, p. 4710 - 4713 (2017/09/23)
An unprecedented palladium-catalyzed allylic alkylation of pronucleophiles with unactivated skipped enynes has been developed. This method provides a straightforward access to a wide array of 1,3-dienes without the need to preinstall leaving groups or employ extra oxidants. The reaction exhibited high atom economy, good functional group tolerance, excellent regioselectivities, and scalability. With D2O as cosolvent, deuterium could be incorporated in high efficiency.
Formal Gold-to-Gold Transmetalation of an Alkynyl Group Mediated by Palladium: A Bisalkynyl Gold Complex as a Ligand to Palladium
Toledo, Alberto,Meana, Isabel,Albéniz, Ana C.
supporting information, p. 13216 - 13220 (2015/09/15)
The reaction of [Au(C-C n-Bu)]n with [Pd(η3-allyl)Cl(PPh3)] results in a ligand and alkynyl rearrangement, and leads to the heterometallic complex [Pd(η3-allyl){Au(C-C n-Bu)2}]2 (3) with an unprecedented bridging bisalkynyl-gold ligand coordinated to palladium. This is a formal gold-to-gold transmetalation that occurs through reversible alkynyl transmetalations between gold and palladium. Back and forth! Direct gold-to-palladium and reverse palladium-to-gold alkynyl transmetalations effectively produce a deceptively simple gold-to-gold transfer. The resulting bisalkynyl-gold complexes act as bridging ligands to palladium atoms in an unprecedented structural motive (see scheme).
Violet leaves odorants
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Page/Page column 9, (2015/09/23)
The present invention relates to the use as perfuming ingredient of a compound of formula in the form of any one of its stereoisomers or a mixture thereof, and wherein each R1 represents a hydrogen atom or a methyl group and at least one of said R1 is a hydrogen atom; R2 represents a linear or branched C3-8 alkyl group or unsaturated groups; and R3 represents a hydrogen atom or a methyl group; in particular to impart odor notes of the violet leaves type optionally together with green odor notes.
Selective green coupling of alkynyltins and allylic halides to trienynes via a tandem double stille reaction
Meana, Isabel,Albeniz, Ana C.,Espinet, Pablo
supporting information; experimental part, p. 2887 - 2891 (2011/02/21)
The palladium-catalyzed reaction of alkynyltin compounds with allylic chlorides leads to a 2:2 coupling to give trienynes by regio- and stereoselective formation of three new C-C bonds. The reaction can be applied to different alkynyl and allylic fragments, providing a wide range of trienynes with different substitution patterns in very good yields. They can be prepared in a green way using recyclable polymeric tin alkynyls. Copyright
Copper catalyzed regioselective coupling of allylic halides and alkynes promoted by weak inorganic bases
Bieber, Lothar W.,da Silva, Margarete F.
, p. 7088 - 7090 (2008/03/11)
Allylic halides and terminal alkynes couple under CuI catalysis in DMSO or DMF solution. In most cases, sodium carbonate or bicarbonate is sufficient to promote the reaction; less reactive alkynes require catalytic amounts of DBU. Bifunctional alkynes and halides can be reacted selectively according to the stoichiometry used. Trimethylsilyl, hydroxyl, ester and halide groups are tolerated in the alkyne. Most halides react without allylic rearrangement. The method is suitable for the synthesis of functionalized enynes.
PALLADIUM(II)-CATALYZED CHLOROALLYLATION OF ALKYNYLSILANES. REGIO- AND STEREOSELECTIVE SYNTHESIS OF β-CHLOROALKENYLSILANES
Yamaguchi, Ryohei,Kawasaki, Hiroshi,Yoshitome, Toshihide,Kawanisi, Mituyosi
, p. 1485 - 1486 (2007/10/02)
Reactions of alkynyltrimethylsilanes with allylic chlorides in the presence of a catalytic amount of PdCl2(PhCN)2 give regio- and stereoselectively 4-trimethylsilyl-5-chloro-1,4(E)-dienes in good yields.
