118419-29-7Relevant academic research and scientific papers
Alkyne Aminopalladation/Heck and Suzuki Cascades: An Approach to Tetrasubstituted Enamines
Geffers, Finn J.,Jones, Peter G.,Kurth, Florens R.,Werz, Daniel B.
supporting information, p. 14846 - 14850 (2021/10/19)
Alkyne aminopalladation reactions starting from tosylamides are reported. The emerging vinylic Pd species are converted either in an intramolecular Heck reaction with olefinic units or in an intermolecular Suzuki reaction by using boronic acids exhibiting broad functional group tolerance. Tetra(hetero)substituted tosylated enamines are obtained in a simple one-pot process.
Diboration of 3-substituted propargylic alcohols using a bimetallic catalyst system: access to (Z)-allyl, vinyldiboronates
Peck, Cheryl L.,Nekvinda, Jan,Santos, Webster L.
supporting information, p. 10313 - 10316 (2020/09/16)
The diboration of substituted propargylic alcohols has been achieved using a bimetallic Pd/Cu catalyst system. Thein situformation of a pentrafluoroboronic acid intermediate sufficiently activates the C-O bond towards dual catalysis affording (Z)-allyl, vinyldiboronates stereoselectively.
Gold(III)-Catalyzed Regioselective Oxidation/Cycloisomerization of Diynes: An Approach to Fused Furan Derivatives
Li, Jian,Xing, Hong-Wen,Yang, Fang,Chen, Zi-Sheng,Ji, Kegong
supporting information, p. 4622 - 4626 (2018/08/07)
The first gold(III)-catalyzed regioselective oxidation/cycloisomerization of diynes 1 with pyridine N-oxide as the oxidant was developed, providing a range of synthetically valuable and useful fused furan derivatives 3 in moderate to good yields. Control experiments and the confirmation structure of minor products 5 suggest that this chemistry was a concerted gold(III)-catalyzed oxidation/SN2′-type addition/cyclization process via a β-gold vinyloxypyridinium intermediate and a putative vinyl cation intermediate.
Total synthesis of the protein phosphatase 2A inhibitor lactodehydrothyrsiferol
Clausen, Dane J.,Wan, Shuangyi,Floreancig, Paul E.
supporting information; experimental part, p. 5178 - 5181 (2011/07/30)
Cascading epoxides: The squalene-derived polyether lactodehydrothyrsiferol (1) has been prepared through a convergent sequence that features an epoxide-opening cascade to construct the tetrahydrofuran and tetrahydropyran subunits. Additional features include a stereodivergent diene diepoxidation, a monodeoxygenation of a triol, and complex fragment couplings through Suzuki and Nozaki-Hiyama-Kishi reactions. Copyright
Synthesis of precursors of phomactins using [2,3]-Wittig rearrangements
Shapland, Peter D.P.,Thomas, Eric J.
supporting information; body text, p. 4201 - 4211 (2009/09/27)
o-Toluic acid has been converted into methyl (8RS,9SR)-7-(bromomethyl)-8,9-dimethyl-1,4-dioxaspiro[4.5]dec-6-ene-8-carboxylate, the stereochemical defining step being a conjugate addition of lithium dimethylcuprate to a cyclohexadienone prepared using a B
Attempt to rationalize the diastereoselectivity in the addition of ester enolate to optically active α,β-epoxyaldehydes
Nacro,Baltas,Gorrichon
, p. 14013 - 14030 (2007/10/03)
Aldol condensations on α,β-epoxyaldehyde having a remote alkoxy group have been realized. A rationalization of the outcome of this condensation is discussed, relying on the dominant conformers revealed by molecular modeling of anti and syn γ,δ-epoxy β-hyd
Enantioselective synthesis of the AB ring fragment of gambiertoxin 4B. Implication for the absolute configuration of gambiertoxin 4B and ciguatoxin
Suzuki, Toshio,Sato, Ohki,Hirama, Masahiro,Yamamoto, Yoshinori,Murata, Michio,Yasumoto, Takeshi,Harada, Nobuyuki
, p. 4505 - 4508 (2007/10/02)
The AB ring framework of gambiertoxin 4B which has a butadienyl substituent on the tetrahydrooxepin ring A has been synthesized stereoselectively and its CD spectrum suggests that gambiertoxin 4B and ciguatoxin have 5R configuration.
