51442-80-9Relevant academic research and scientific papers
Efficient preparation of vinylcyclopropane by S(N') cyclization of the organolithium derived from (E)5-iodo-1-methoxy-2-pentene
Bailey, William F.,Tao, Yong
, p. 6157 - 6158 (1997)
(5-Methoxy-E-3-pentenyl)lithium (1), which may be prepared in virtually quantitative yield from the corresponding iodide by low-temperature lithium-iodine exchange, cyclizes with expulsion of the allylic methoxy on warming in the presence of TMEDA to afford vinylcyclopropane in 88% yield.
Stereochemical Complexity in Oxocarbenium-Ion-Initiated Cascade Annulations for the Synthesis of the ABCD Core of Mattogrossine
Kong, Aidi,Andreansky, Eric S.,Blakey, Simon B.
, p. 4477 - 4483 (2017)
Mattogrossine is an indole alkaloid isolated from Strychnos mattogrossensis that contains an unusual tetrahydrofuran ring with a concomitant hemiacetal in its structure. While tetrahydrofuran intermediates have been used in the synthesis of other strychnos alkaloids, no investigations have been performed into the synthesis of alkaloids containing this structure. We have developed an oxocarbenium-ion-initiated cascade annulation that provides us access to the ABCD ring structure of mattogrossine.
All-(Z)-cyclooctadeca-1,4,7,10,13,16-hexaene: Structure and first preparation via an intramolecular Wittig reaction
Guiard, Sophie,Santelli, Maurice,Parrain, Jean-Luc
, p. 8099 - 8101 (2002)
The first synthesis of all-(Z)-cyclooctadeca-1,4,7,10,13,16-hexaene was achieved using an intramolecular Wittig reaction as a key step. The structure was firmly established by X-ray analysis.
ATTAQUE NUCLEOPHILE DU CARBONE CENTRAL DE L'ENCHAINEMENT CUMULE LORS DE LA CYCLISATION DE DIOLS ω,ω'-ALLENIQUES
Chilot, Jean Jacques,Doutheau, Alain,Gore, Jacques,Saroli, Alfred
, p. 849 - 852 (1986)
The cyclisation of allenic diols 3 and 4 in the presence of mercuric chloride or silver nitrate leads exclusively or predominantly to bicyclic acetals 6 and 8 resulting from an initial nucleophilic attack on the central allenic carbon.This regioselectivity depends on the presence of a terminal methylene in the unsaturation since diol 5 leads to the dihydropyrane 12 coming from the nucleophilic attack on the terminal allenic carbon.
A SIMPLE ORGANOCOBALT MEDIATED SYNTHESIS OF SUBSTITUTED 3-OXABICYCLOOCT-6-EN-7-ONES
Billington, David C.,Willison, Debra
, p. 4041 - 4044 (1984)
A range of substituted propargyl alcohols form ethers with allyl bromide in good yields; conversion of these ethers to the alkyne hexacarbonyl dicobalt complexes using Co2(CO)8, followed by intramolecular cyclisation gives substituted 3-oxabicyclooct-6-en-7-ones (4a-4e) in fair to moderate yields.
A new and efficient synthesis of (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the major sex pheromone component of the tomato leafminer Tuta absoluta
Cabezas, Jorge A.
, p. 407 - 410 (2019/01/08)
An efficient synthesis of (3E,8Z,11Z)-tetradeca-3,8,11-trienyl acetate, the major sex pheromone component of the tomato leafminer moth, Tuta absoluta, was accomplished. The synthesis started with but-3-yn-1-ol and gave an overall yield of 41%.
BRM TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE
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Paragraph 1237-1238, (2019/10/23)
The present disclosure relates to bifunctional compounds, which find utility as modulators of SMARCA2 or BRM (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a ligand that binds to the Von Hippel-Lindau E3 ubiquitin ligase, and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.
Sequential oxonium-olefin-alkyne cyclization for the stereoselective synthesis of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives
Subba Reddy,Hanuman Reddy,Durgaprasad,Gopal Reddy,Lakshmi,Aneesh,Rami Reddy
, p. 11396 - 11401 (2016/12/16)
A broad range of aldehydes undergo a smooth cascade cyclization with (E)-5-(3-phenylprop-2-ynylamino)pent-3-en-1-ol in the presence of BF3·OEt2 at room temperature to furnish a novel series of (octahydro-1H-pyrano[3,4-c]pyridin-5-yl)methanone derivatives in good yields and diastereoselectivities. This cascade process provides a simple and proficient alternative for the stereoselective construction of fused pyranopiperidine derivatives.
Transannular Claisen rearrangement reactions for the synthesis of vinylcyclobutanes: Formal synthesis of (±)-grandisol
Craig, Donald,Funai, Kiyohiko,Gore, Sophie J.,Kang, Albert,Mayweg, Alexander V.W.
supporting information; experimental part, p. 8000 - 8002 (2012/01/04)
Unsaturated eight-membered lactones undergo decarboxylative and non-decarboxylative transannular Ireland-Claisen rearrangement reactions, to give substituted vinylcyclobutanes. A formal synthesis of (±)-grandisol is described. The Royal Society of Chemist
Synthesis of tricyclic fused 3-aminopyridines through intramolecular Coi-catalyzed [2+2+2] cycloaddition between ynamides, nitriles, and alkynes
Garcia, Pierre,Moulin, Solenne,Mielo, Yves,Leboeuf, David,Gandon, Vincent,Aubert, Corinne,Malacria, Max
scheme or table, p. 2129 - 2139 (2009/09/06)
The first [2+2+2] cocyclizations between ynamides, nitriles, and alkynes are reported. They open a new access to unprecedented nitrogen-containing heterocycles of type 2-trimethylsilyl-3-aminopyridines. Such frameworks, which can be found in various compo
