104846-76-6Relevant articles and documents
A General Convergent Strategy for the Synthesis of Tetra-Substituted Furan Fatty Acids (FuFAs)
Wang, Yamin,Pritchard, Gareth J.,Kimber, Marc C.
, p. 2914 - 2922 (2020)
Using a palladium catalyzed - acid mediated isomerization sequence, tetrasubstituted furans suitable for furan fatty acid (FuFA) total synthesis can be effectively constructed in high yield. This convergent approach installs the essential carbon side chains at the α1- and α2 -positions, the β1-methyl group, and importantly, an electron withdrawing group at the β2-position tempering the reactivity of the electron rich furan in the FuFAs. When this EWG is an ester, it was conveniently transformed into the required β1-methyl group in three high yielding synthetic steps. Using this approach, the total synthesis of 11D5 and 11D3 was accomplished in 7-steps from commercially available starting materials in overall yields of 52 % and 48 %, respectively. Furthermore, this methodology also provided an efficient synthetic route to the decarboxy analogues of both 11D5 and 11D3.
Method for synthesizing chiral spiro molecules based on chiral binaphthol
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Paragraph 0066-0070, (2021/03/31)
The invention discloses a method for synthesizing chiral spiro molecules based on chiral binaphthol. The method comprises the following steps: firstly, obtaining corresponding propargyl carbonate frompropargyl alcohol or derivatives thereof and methyl chl
Gold(I)-catalyzed decarboxylation of propargyl carbonates: Reactivity reversal of the gold catalyst from π-Lewis acidity to σ-Lewis acidity
Shen, Ruwei,Yang, Jianjun,Zhu, Shugao,Chen, Chao,Wu, Luling
, p. 1259 - 1269 (2015/04/22)
A cationic gold(I)-catalyzed decarboxylative etherification of propargyl carbonates to selectively produce propargyl ethers is reported. In the reaction the gold(I) catalyst shows a distinct σ-Lewis acidity rather than the commonly observed π-Lewis acidity, and thus catalyzes the decarboxylation of a variety of propargyl carbonates to give the corresponding propargyl ethers with high selectivity. This reaction represents a rare example of the tunable reactivity of cationic gold(I) complexes between σ-Lewis acidity and π-Lewis acidity.
Highly diastereoselective synthesis of tetrahydrobenzofuran derivatives by?palladium-catalyzed reaction of propargylic esters with substituted β-dicarbonyl compounds
Yoshida, Masahiro,Higuchi, Mariko,Shishido, Kozo
experimental part, p. 2675 - 2682 (2010/05/18)
Reactions of propargylic esters with 2-substituted cyclohexane-1,3-diones and 2-oxocyclohexanecarboxylic esters in the presence of palladium catalyst are described. Substituted tetrahydrobenzofuran derivatives having a quaternary carbon stereocenter were
Stereoselective construction of substituted chromans by palladium-catalyzed cyclization of propargylic carbonates with 2-(2-Hydroxyphenyl)acetates
Yoshida, Masahiro,Higuchi, Mariko,Shishido, Kozo
supporting information; experimental part, p. 4752 - 4755 (2009/12/09)
Highly substituted chromans have been constructed In a highly stereoselective manner by a palladium-catalyzed reaction of propargylic carbonates with 2-(2-hydroxyphenyl)acetates. Enantioselective reactions also successfully proceeded to give the optically active chromans with high enantioselectivity.
Preparation of 1,2-Dienes by the Palladium-Catalyzed Hydrogenolysis of 3-Methoxycarbonyloxy-1-alkynes with Ammonium Formate
Tsuji, Jiro,Sugiura, Teruo,Minami, Ichiro
, p. 603 - 606 (2007/10/02)
A useful preparative method for 1,2-dienes from 3-methoxycarbonyloxy-1-alkynes by the palladium-catalyzed hydrogenolysis with ammonium formate is described. 3-Methoxycarbonyloxy-1-alkynes are prepared by the addition of magnesium acetylide to ketones or aldehydes, followed by quenching with methyl chloroformate.
