196598-74-0Relevant articles and documents
β-Diazocarbonyl Compounds: Synthesis and their Rh(II)-Catalyzed 1,3 C?H Insertions
Jiang, Liyin,Wang, Zhaofeng,Armstrong, Melanie,Suero, Marcos G.
supporting information, p. 6177 - 6184 (2021/02/01)
Herein, we describe the first electrophilic diazomethylation of ketone silyl enol ethers with diazomethyl-substituted hypervalent iodine reagents that gives access to unusual β-diazocarbonyl compounds. The potential of this unexplored class of diazo compounds for the development of new reactions was demonstrated by the discovery of a rare Rh-catalyzed intramolecular 1,3 C?H carbene insertion that led to complex cyclopropanes with excellent stereocontrol.
Stereoselective Synthesis of Trisubstituted Vinylboronates from Ketone Enolates Triggered by 1,3-Metalate Rearrangement of Lithium Enolates
Hu, Yue,Sun, Wei,Zhang, Tao,Xu, Nuo,Xu, Jianeng,Lan, Yu,Liu, Chao
supporting information, p. 15813 - 15818 (2019/10/28)
An unprecedented stereoselective synthesis of trisubstituted vinylboronates is reported to proceed by direct borylation of lithium ketone enolates under transition-metal-free conditions. The stereospecific C?O borylation of lithium enolates was triggered by a carbonyl-induced 1,3-metalate rearrangement via a C-bound boron enolate. DFT calculations and control experiments revealed that the stereoselectivity is controlled by sterics. A variety of stereospecific trisubstituted vinylboronates, together with several tetrasubstituted vinylboronates, were conveniently synthesized with the newly developed methodology. Based on the transformation of stereospecific vinylboronate, a single isomer of Dienestrol was efficiently obtained.
Investigations into the regioselective C-deuteration of acyclic and exocyclic enolates
Eames, Jason,Coumbarides, Gregory S.,Suggate, Michael J.,Weerasooriya, Neluka
, p. 634 - 641 (2007/10/03)
Results are reported on the regioselective C-deuteration of a series of related acyclic and exocyclic enolates derived from substituted aryl ketones. We comment on factors, such as the presence of additives and the structural nature of the enolate, that influence the observed C-deuteration and discuss the role of the deuterium donor. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
Formation of quaternary centres via iron allyl cations. Rapid entry into spirocyclic ring systems
Charlton, M. Anne,Green, James R.
, p. 965 - 974 (2007/10/03)
Ester-substituted allyltetracarbonyliron cations react with cycloalkylidene-type silyl enol ethers, silyl ketene acetals, and β-keto- esters to give 1,6-dicarbonyl compounds containing a newly formed quaternary centre. Selected condensation products are c
