56671-84-2Relevant academic research and scientific papers
Diastereo- and Enantioselective Cross-Couplings of Secondary Alkylcopper Reagents with 3-Halogeno-Unsaturated Carbonyl Derivatives
Kremsmair, Alexander,Skotnitzki, Juri,Knochel, Paul
supporting information, p. 11971 - 11973 (2020/09/07)
Chiral secondary alkylcopper reagents were prepared from the corresponding alkyl iodides with retention of configuration by an I/Li-exchange using tBuLi (?100 °C, 1 min) followed by a transmetalation with CuBr?P(OEt)3 (?100 °C, 20 s). These ste
Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C?H Bond Activation
Guo, Kai,Huang, Jun,Li, Anding,Li, Yuanhe,Yang, Zhen,Zhang, Zhongchao
supporting information, p. 11660 - 11668 (2020/05/25)
Photoredox-catalyzed isomerization of γ-carbonyl-substituted allylic alcohols to their corresponding carbonyl compounds was achieved for the first time by C?H bond activation. This catalytic redox-neutral process resulted in the synthesis of 1,4-dicarbonyl compounds. Notably, allylic alcohols bearing tetrasubstituted olefins can also be transformed into their corresponding carbonyl compounds. Density functional theory calculations show that the carbonyl group at the γ-position of allylic alcohols are beneficial to the formation of their corresponding allylic alcohol radicals with high vertical electron affinity, which contributes to the completion of the photoredox catalytic cycle.
Tandem Ullmann-Goldberg Cross-Coupling/Cyclopalladation-Reductive Elimination Reactions and Related Sequences Leading to Polyfunctionalized Benzofurans, Indoles, and Phthalanes
Khan, Faiyaz,Fatima, Mehvish,Shirzaei, Moheb,Vo, Yen,Amarasiri, Madushani,Banwell, Martin G.,Ma, Chenxi,Ward, Jas S.,Gardiner, Michael G.
supporting information, p. 6342 - 6346 (2019/08/20)
On exposure to a combination of Cu[I]- and Pd[0]-based catalysts, compounds such as 1 and 7 engage in tandem Ullmann-Goldberg cross-coupling and cyclopalladation-reductive elimination reactions to give benzofurans such as 8. Related reactions involving hetero-Michael additions of o-halogenated phenols or anilines to propiolates and the Pd[0]-catalyzed cyclization of the resulting conjugates provide, in a one-pot process, alternately functionalized benzofurans, indoles, or phthalanes.
Synthesis of novel structurally simplified estrogen analogues
Tietze, Lutz F.,Vock, Carsten A.,Krimmelbein, Ilsa K.,Wiegand, J. Matthias,Nacke, Linda,Ramachandar, Tokala,Islam, Kazi M. D.,Gatz, Christiane
experimental part, p. 3670 - 3679 (2009/04/11)
A library of 17 novel estrogen analogues 3 and 4 containing different substituents at rings A and D (steroid nomenclature) was prepared in a five- to seven-step synthesis. The key transformation is a Sonogashira-coupling of cyclic vinyl iodides of type 7
The Reaction of Vinyl Phosphates with Iodotrimethylsilane: Synthesis of Vinyl Iodides from Ketones
Lee, Koo,Wiemer, David F.
, p. 2433 - 2436 (2007/10/02)
A new method for preparation of vinyl iodides from ketones is described, based on the reaction of vinyl phosphates with iodotrimethylsilane.
Synthesis of β-chloro, β-bromo, and β-iodo α,β-unsaturated ketones
Piers, Edward,Grierson, John R.,Lau, Cheuk Kun,Nagakura, Isao
, p. 210 - 223 (2007/10/02)
A new, efficient method for the preparation of β-chloro, β-bromo, and β-iodo α,β-unsaturated ketones is described.The method involves the reaction of β-diketones or α-hydroxymethylenecycloalkanones with triphenylphosphine dihalides in the presence of trie
Studies on Vitamin D (Calciferol) and Its Analogues. 18. The Vinylallene Approach to the 1-Hydroxyvitamin D System. New Sigmatropic Reactions in the Vitamin D Series
Condran, Patrick,Hammond, Milton L.,Mourino, Antonio,Okamura, William H.
, p. 6259 - 6267 (2007/10/02)
The thermally induced -sigmatropic hydrogen shift of the diastereomeric vitamin D type vinylallenols 6a (1R,6R), 6b (1R,6S), 7a (1S,6S) and vinylallenols 5a (6R) and 5b (6S) were studied.The 1S,6S (7b) and 1R,6R(6a) alcohols afforded ca. 60percent yi
