149815-71-4Relevant academic research and scientific papers
A catalytic enantioselective allylation reaction of aldehydes in an aqueous medium
Loh, Teck-Peng,Zhou, Jian-Rong
, p. 5261 - 5264 (2000)
A modified Yamamoto-Yanagisawa's catalyst (S)-Tol-BINAP·AgNO3 was successfully applied to a catalytic enantioselective allylation reaction of aldehydes in an aqueous system. The reactions with aromatic aldehydes afforded the desired products in
Control of skeletal connectivity in indium promoted reactions: 1,2-Additions and cope rearrangements en route to lactol formation
Mitzel, Thomas,Wzorek, Joe,Troutman, Annie,Allegue, Kristen
, p. 3042 - 3052 (2007)
(Chemical Equation Presented) Indium promoted coupling reactions between propargyl aldehydes (3) and allyl halides under aqueous and organic conditions are reported. Coupling reactions under aqueous conditions occur via 1,2-addition with excellent yields
One-Pot Synthesis of Less Accessible N-Boc-Propargylic Amines through BF3-Catalyzed Alkynylation and Allylation Using Boronic Esters
Yasumoto, Kento,Kano, Taichi,Maruoka, Keiji
supporting information, (2019/05/07)
An efficient synthesis of α-alkynyl- or α-allyl-substituted N-Boc-propargylic amines is described via an alkynylation or allylation of alkynyl-substituted N-Boc-imines. Our strategy relies on the BF3-mediated in situ generation of alkynyl imine
Nucleo-Palladation-Triggering Alkene Functionalization: A Route to γ-Lactones
Zheng, Meifang,Chen, Pengquan,Huang, Liangbin,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 5756 - 5759 (2017/11/10)
An unprecedented strategy for the highly effective synthesis of γ-lactones from homoallylic alcohols was achieved by palladium catalysis in one step. The protocol affords aryl, alkyl, and spiro γ-lactones directly from readily available homoallylic alcohols in good yields with excellent functional group tolerance and high chemoselectivity under mild conditions.
Gold-catalyzed synthesis of 1,3-disubstituted benzenes through tandem allylation/cyclization reaction of alkynals
Bhunia, Sabyasachi,Abu Sohel, Shariar Md.,Yang, Chao-Chin,Lush, Shie-Fu,Shen, Fwu-Ming,Liu, Rai-Shung
experimental part, p. 566 - 570 (2009/06/05)
Treatment of alkynals with 2-substituted allylsilanes and PPh3AuCl/AgOTf (5/3 mol%) catalyst led to formation of 1,3-disubstituted benzenes efficiently. This reaction sequence comprises an initial allylation of aldehyde, followed by cycloisomerization of enynes; PPh3AuOTf is active in both steps.
Facile double nucleophilic addition of thiols and tetraallyltin to latent 2-alkynals using in situ hydrolysis of the imino functionality promoted by tin(IV) chloride pentahydrate
Shimizu, Makoto,Nishi, Takafumi,Yamamoto, Akihiro
, p. 1469 - 1473 (2007/10/03)
In the presence of SnCl4·5H2O, a mixture of thiols and tetraallyltin underwent 1,4- and 1,2-addition, respectively, with the imines derived from 3-alkynals to give (Z)-1-sulfenyl-1,5-alkadien-3-ols in good yields, where the hydrolysis of the intermediary imino species was found to be crucial.
Stereo and Electronic Effects in the Rhodium(II)-Mediated Synthesis of Polycyclic Lactones and Lactams from α-Diazo Ester and Amide Precursors
Padwa, Albert,Dean, Dennis C.,Fairfax, David J.,Xu, Simon L.
, p. 4646 - 4655 (2007/10/02)
The rhodium(II) carboxylate catalyzed decomposition of several α-diazo esters and amides has been studied.A series of 5-keto-1-diazo acetates were prepared by acylation of α-hydroxy ketones using the (p-toluenesulfonyl)hydrazone of glyxylic acid chloride.
