99686-39-2Relevant academic research and scientific papers
Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry
Shakhmaev, Rinat N.,Ignatishina, Maria G.,Zorin, Vladimir V.
supporting information, (2020/01/08)
A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched d
Titanocene(III) chloride mediated radical induced addition-elimination route to the synthesis of racemic and optically active trisubstituted tetrahydrofurans: Formal synthesis of magnofargesin and 7’-epimagnofargesin
Chakraborty,Mandal,Roy
, p. 1067 - 1079 (2016/07/19)
Titanocene(III) Chloride mediated radical induced synthesis of 4-benzylidene substituted tetrahydrofuran, a typical lignan skeleton, has been accomplished in good yield through addition-elimination route in racemic as well as in optically active forms. The method has been applied to the synthesis of furano lignans, magnofargesin (1) and 7’-epimagnofargesin (2) in optically active forms.
Photochemical generation and structure of vinyl radicals
Goumans, Theodorus P. M.,Van Alem, Kaj,Lodder, Gerrit
, p. 435 - 443 (2008/09/17)
Photolysis of a series of E or Z stereoisomeric α-R-substituted bromostyrenes (R = CH3, F or CN) in methanol yields E and/ or Z stereoisomeric styrenes, which stem from the corresponding vinyl radicals. The results show that the α-Me vinyl radical is a rapidly equilibrating, bent structure, while the α-F vinyl radical is a stable bent species, in agreement with earlier thermal results. The α-CN vinyl radical is assigned as a rapidly inverting bent and not a linear species from the stereochemical results as a function of temperature. Stereochemical data for the α-C(H)=O system in diethyl ether indicate a stable bent vinyl radical as product forming species. The conclusions are supported by quantum chemical computations. Wiley-VCH Verlag GmbH & Co. KGaA.
4-exo-dig cyclocarbopalladation: A straightforward synthesis of cyclobutanediols from acyclic γ-bromopropargylic diols under microwave irradiation conditions
Bour, Christophe,Suffert, Jean
, p. 1390 - 1395 (2007/10/03)
Treatment of acyclic γ-bromopropargylic diols with tributyl-stannylated alkynes under palladium catalysis and microwave irradiation conditions gives high yields of the bis(alkylidene)cyclobutanediol derivatives and cyclobutenediols through an efficient 4-exo-dig cyclocarbopalladation. The cyclization is general with a wide variety of alkyne derivatives and gives access to new cyclobutane ring systems bearing one exocyclic double bond and one eneyne substituent as well as bicyclic dienes sharing a common double bond that may be of interest for further elaborations of complex molecules. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Novel method for the synthesis of α-bromocinnamaldehydes
Shastin,Reznichenko,Lenkova,Balenkova,Nenaidenko
, p. 1733 - 1736 (2007/10/03)
A novel method for the synthesis of α-bromocinnamaldehydes from aromatic aldehydes was developed. The catalytic olefination of hydrazones of aromatic aldehydes with 2-tribromomethyl-1,3-dioxolane affords ethylene acetals of the target products in yields f
