87445-97-4Relevant academic research and scientific papers
Bisoxazolidine-catalyzed enantioselective alkynylation of aldehydes
Wolf, Christian,Liu, Shuanglong
, p. 10996 - 10997 (2006)
A C2-symmetric bisoxazolidine derived from aminoindanol has been successfully applied in the asymmetric alkynylation of aldehydes. The ligand is readily available, has a wide substrate scope, and catalyzes the formation of chiral propargylic alcohols with excellent yields and enantioselectivties. Copyright
Stitching Ynones with Nitromethanes: Domino Synthesis of Functionally Enriched Benzofurans and Benzothiophenes
Mehta, Goverdhan,Nerella, Sharanya,Pabbaraja, Srihari,Singh, Shweta
, p. 12093 - 12106 (2021/09/13)
A convenient one-pot benzannulation of regioisomeric 2- or 3-substituted furan and thiophene ynones with a range of nitromethanes has been discovered to directly access densely and diversely functionalized benzofurans and benzothiophenes. In this protocol, the nitro group in nitromethanes functions as recursive carbanion activator to setup tandem Michael addition-6π-electrocyclization, and its eventual sacrificial elimination facilitates aromatization and overall benzannulation. This benzannulation was also explored with furan/thiophene based o-halo ynones wherein a Michael addition-SNAr process operates and nitromethanes leave their imprint to deliver nitro substituted benzo-furans and -thiophenes.
Catalytic enantioselective addition of terminal alkynes to aromatic aldehydes using zinc-hydroxyamide complexes
Blay, Gonzalo,Cardona, Luz,Fernandez, Isabel,Marco-Aleixandre, Alicia,Munoz, M. Carmen,Pedro, Jose R.
scheme or table, p. 4301 - 4308 (2009/12/05)
A mandelamide ligand, derived from (S)-mandelic acid and (S)-phenylethanamine, catalyzes the addition of aryl-, alkyl- and silyl-alkynylzinc reagents to aromatic and heteroaromatic aldehydes with good yields and good to high enantioselectivities.
A new entry in catalytic alkynylation of aldehydes and ketones: Dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst
Takita, Ryo,Fukuta, Yuhei,Tsuji, Riichiro,Ohshima, Takashi,Shibasaki, Masakatsu
, p. 1363 - 1366 (2007/10/03)
(Chemical Equation Presented). A new entry in catalytic alkynylation of carbonyl compounds was developed in which dual activation of both soft nucleophiles (terminal alkynes) and hard electrophiles (aldehydes and ketones) is achieved using an indium(III)
