75405-39-9Relevant academic research and scientific papers
Ru-Catalyzed Migratory Geminal Semihydrogenation of Internal Alkynes to Terminal Olefins
Song, Lijuan,Feng, Qiang,Wang, Yong,Ding, Shengtao,Wu, Yun-Dong,Zhang, Xinhao,Chung, Lung Wa,Sun, Jianwei
supporting information, p. 17441 - 17451 (2019/11/03)
Semihydrogenation of alkynes to alkenes represents a fundamentally useful transformation. In addition to the well-known cis- and trans-semihydrogenation, herein a geminal semihydrogenation of internal alkynes featuring 1,2-migration is described, which pr
Zinc mediated allylations of chlorosilanes promoted by ultrasound: Synthesis of novel constrained sila amino acids
Ramesh, Remya,Reddy, D. Srinivasa
supporting information, p. 4093 - 4097 (2014/06/10)
A simple, fast and efficient method for allylation and propargylation of chlorosilanes through zinc mediation and ultrasound promotion is reported. As a direct application of the resulting bis-allylsilanes, three novel, constrained sila amino acids are prepared for the first time. The design and synthesis of the constrained sila analogue of GABA (γ-amino butyric acid) is a highlight of this work. This journal is the Partner Organisations 2014.
Palladium(II)-catalyzed cycloisomerization of functionalized 1,5-hexadienes
Nelson, Bjoern,Hiller, Wolf,Pollex, Annett,Hiersemann, Martin
supporting information; experimental part, p. 4438 - 4441 (2011/10/08)
Scope and limitations of the Pd(II)-catalyzed cycloisomerization of functionalized 1,5-hexadienes have been studied. In situ NMR experiments indicate a challenging competition between various reaction pathways. A careful balance between substrate structur
Silyl-cupration of a propargylsilane as a test for the reversibility of a metallo-metallation
De Dios, Maria Angeles Cubillo,Fleming, Ian,Friedhoff, Wibke,Woode, Philip D.W.
, p. 69 - 72 (2007/10/03)
Silyl-cupration of propargylsilanes is normal in giving mainly the product with a silyl group at the terminus and the copper atom in the centre. There is no evidence of the copper atom and the originally-resident silyl group undergoing a retro silyl-cupration to give an allenylsilane.
Sequential Homoaldolization-Cuprate Rearrangement in a Stereoselective Synthesis of Stannyl Dienes: Application to the Synthesis of the Western C10-C15 Subunit of (+/-)-Tylosin Aglycon
Menez, Patrick Le,Fargeas, Valerie,Berque, Isabelle,Poisson, Jacques,Ardisson, Janick,et al.
, p. 3592 - 3599 (2007/10/02)
A stereospecific synthesis of stannyl diene 5, corresponding to the C10-C15 fragment of (+/-)-tylosin aglycon 2, was reported.Silyl carbamate 16, submitted to the Hoppe homoaldolization conditions with propanal, gave the anti aldol product 17 in 89percent yield.Further treatment including oxidation of the silyl group led to lactone 21.The corresponding dihydrofuran 23 was then transformed into vinylstannane 25, via an efficient Kocienski rearrangement.An iodide exchange was performed on 25 and followed by a Stille coupling reaction with tributylstannyl acetylide.Stannyl cupration of the resulting silylated enyne 27 led in 44percent yield to a 1:1 mixture of the desired (E,E)-stannyl diene 5b and the unexpected (E,Z) isomer 29.The same reaction performed on desilylated enyne 28 delivered in 85percent yield the pure (E,E)-stannyl diene 5.
Cyclooctane or Cyclohexane Annulations Based on Intramolecular Additions of Allylsilanes to Conjugated Dienones
Majetich, George,Hull, Kenneth,Casares, Ada M.,Khetani, Vikram
, p. 3958 - 3973 (2007/10/02)
The scope and limitations of alkenyl dienone cyclizations for the formation of fused cyclooctane or cyclohexane systems are described.
