130874-89-4Relevant academic research and scientific papers
Synthesis of (2R, 3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol: A new C2-symmetric vicinal diol from dimethyl L-tartrate
Nakayama, Kensaku,Rainier, Jon D.
, p. 4165 - 4170 (1990)
A practical synthesis of a new C2-symmetric vicinal diol, (2R, 3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol, from dimethyl L-tartrate involving five steps in overall yield of 38% is described.
The intramolecular S = O···H-O hydrogen bond in a chiral cyclic sulfite ester: How it affects the reaction behavior and spectral properties
Hu, Xiaoyun,Chen, Dongzhi,Lan, Jirong,Shan, Zixing
, p. 1291 - 1296 (2016/09/28)
The intramolecular S = O···H?O hydrogen bond in a chiral cyclic sulfite ester, which affects the reaction behavior and spectral properties considerably, was studied.
A straightforward and practical approach to chiral inducer: (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol
Xie, Jin-Sheng,Hu, Xiao-Yun,Shan, Zi-Xing,Zhou, Zhong-Qiang
, p. 995 - 998 (2015/06/23)
A straightforward and practical access to chiral inducer (2R,3R)-1,4- dimethoxyl-1,1,4,4-tetraphenyl-2,3-diol has been developed. It is based on highly regioselective 2,3-cyclosulfitation of (2R,3R)-1,1,4,4-tetraphenyl-butanetetraol, in which selective pr
A novel, high-yielding approach to a chiral inducer: (2R,3R)-1,4-dimethoxy- 1,1,4,4-tetraphenylbutane-2,3-diol
Hu, Xiaoyun,Shan, Zixing,Song, Shaojun
, p. 503 - 506 (2014/05/06)
A new method for preparing (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenylbutane- 2,3-diol in high yield based on selective 2,3-spiroboration of (2R,3R)-1,1,4,4-tetraphenylbutanetetraol has been developed. It avoids traditional oxidation and reduction steps, and provides a simplified, more straightforward, and high-yielding synthesis of the title compound.
Microwave assisted synthesis of enantiomerically pure allylboronates
Cmrecki, Vesna,Eichenauer, Nils C.,Frey, Wolfgang,Pietruszka, J?rg
experimental part, p. 6550 - 6564 (2010/10/19)
Stable allylboronates with a stereogenic centre α to the boronic ester moiety represent versatile reagents for stereoselective synthesis of homoallylic alcohols. Use of microwave irradiation in desilylation and sigmatropic rearrangement reactions allows r
Enantiomerically Pure Vinylcyclopropylboronic Esters
Hohn, Erwin,Palecek, Jiri,Pietruszka, Joerg,Frey, Wolfgang
experimental part, p. 3765 - 3782 (2009/12/07)
Vinylcyclopropanes are versatile intermediates and products in organic synthesis. The corresponding enantiomerically pure boronic esters should lead to highly flexible building blocks with a variety of applications. A detailed study towards the selective
Synthesis of (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol
Bischop, Martina,Cmrecki, Vesna,Ophoven, Vera,Pietruszka, Joerg
experimental part, p. 2488 - 2490 (2009/04/07)
(2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol proved to be an excellent auxiliary and stable protective group for boronic acids. Herein we report an improved practical procedure for its synthesis. Georg Thieme Verlag Stuttgart.
Facile synthesis and unusual methanesulfonylation reaction of (2R,3R)-1,4-dimethoxy-1,1,4,4-tetrasubstituted-2,3-butanediols
Srimurugan, Sankareswaran,Suresh, Paulsamy,Viswanathan, Balasubramanian,Varadarajan, Thirukkallam Kanthadai
, p. 2483 - 2490 (2008/02/10)
A facile method for the synthesis of (2R,3R)-1,4-dimethoxy-1,1,4,4- tetrasubstituted-2,3-butanediols involving oxidative cleavage of benzylidene acetal as a key step is described. These sterically hindered diols unusually formed cyclic sulfites as the major product under methanesulfonylation reaction conditions. Copyright Taylor & Francis Group, LLC.
Diastereoselective addition reactions of furyl aldehydes using chiral boronates as auxiliary: Application to the enantioselective synthesis of 2,3-disubstituted furyl alcohols
Chan, Kin-Fai,Wong, Henry N. C.
, p. 3991 - 3994 (2007/10/03)
matrix presented The addition reactions of various nucleophiles to a furyl aldehyde bearing a chiral boronate at the C-3 position furnished chromatographically separable diastereomers. The R diastereoselection was more favorable when no additive was added
(2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol: Chiral auxiliary and efficient protecting group for boronic acids
Luithle,Pietruszka
, p. 9194 - 9200 (2007/10/03)
(2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenyl-2,3-butanediol (1) has been used as an efficient chiral auxiliary in the cyclopropanation of alkenylboronic esters. The stability of the obtained cyclopropylboronic esters allowed the chromatographic separation of the diastereoisomers. Furthermore, it enabled a variety of transformations in the side-chain, including oxidation, reduction, and reactions under acidic, basic, or radical conditions, that finally led to boron containing functionalized bicyclopropanes, e.g., 12 and 18. The absolute configurations of these building blocks were established by X-ray crystallography (compound 10) and by chemical correlation. The Matteson homologation led to a known advanced intermediate of the oligocyclopropane FR-900848.
