58649-22-2Relevant academic research and scientific papers
A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones
Wang, Wei-Feng,Peng, Jin-Bao,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng
supporting information, p. 3521 - 3524 (2019/02/14)
A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.
Copper-catalyzed enantioselective allylic substitution with alkylboranes
Shido, Yoshinori,Yoshida, Mika,Tanabe, Masahito,Ohmiya, Hirohisa,Sawamura, Masaya
supporting information, p. 18573 - 18576 (2013/01/15)
The first catalytic enantioselective allylic substitution reaction with alkylboron compounds has been achieved. The reaction between alkyl-9-BBN reagents and primary allylic chlorides proceeded with excellent γ-selectivities and high enantioselectivities under catalysis of a Cu(I)-DTBM-SEGPHOS system. The protocol produces terminal alkenes with an allylic stereogenic center branched with functionalized sp3-alkyl groups. The reaction with a γ-silicon-substituted allyl chloride affords an efficient strategy for the enantioselective synthesis of functionalized α-stereogenic chiral allylsilanes.
Application of a chiral scaffolding ligand in catalytic enantioselective hydroformylation
Worthy, Amanda D.,Joe, Candice L.,Lightburn, Thomas E.,Tan, Kian L.
supporting information; experimental part, p. 14757 - 14759 (2010/12/19)
The synthesis of β-amino-aldehydes has been achieved through enantioselective hydroformylation of PMP-protected allylic amines. The reaction is accomplished by using a scalemic scaffolding ligand that covalently and reversibly binds to the substrate. These ligands behave like chiral auxiliaries because they are covalently attached to the substrate during hydroformylation; however, similar to traditional asymmetric ligands, they can be used in catalytic quantities. The directed hydroformylation of disubstituted olefins occurs under mild conditions (35 °C and 50 psi CO/H2), and Z-olefins afford excellent enantioselectivities (up to 93% ee).
Expedient access to branched allylic silanes by copper-catalysed allylic substitution of linear allylic halides
Vyas, Devendra J.,Oestreich, Martin
supporting information; experimental part, p. 568 - 570 (2010/05/01)
An unprecedented copper-catalysed allylic transposition enables the regioselective synthesis of branched allylic silanes from linear allylic halides through direct C-Si bond formation.
