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1.
J Org Chem ; 87(9): 5976-5986, 2022 05 06.
Artículo en Inglés | MEDLINE | ID: mdl-35442684

RESUMEN

Asymmetric synthesis of new atropisomerically multilayered chiral targets has been achieved by taking advantage of the strategy of center-to-multilayer chirality and double Suzuki-Miyaura couplings. Diastereomers were readily separated via flash column chromatography and well characterized. Absolute configuration assignment was determined by X-ray structural analysis. Five enantiomerically pure isomers possessing multilayer chirality were assembled utilizing anchors involving electron-rich aromatic connections. An overall yield of 0.69% of the final target with hydroxyl attachment was achieved over 11 steps from commercially available starting materials.


Asunto(s)
Electrones , Estereoisomerismo
2.
Org Biomol Chem ; 19(47): 10319-10325, 2021 12 08.
Artículo en Inglés | MEDLINE | ID: mdl-34812831

RESUMEN

In this work, we present a strategy for the preparation of functionalized 2,3-dihydrobenzofuran derivatives via the Cs2CO3-catalyzed domino annulation of enantiopure chiral salicyl N-phosphonyl imines with bromo malonates, which offers an avenue for the construction of 2,3-dihydrobenzofurans. Nineteen examples were synthesized in impressive chemical yields and diastereoselectivity. The products were purified simply by washing the crude mixtures with hexanes following group-assisted purification chemistry/technology to bypass traditional separation methods which often result in a loss of product. The absolute configuration was unambiguously assigned by X-ray structural analysis.

3.
Sci Rep ; 12(1): 16980, 2022 Oct 10.
Artículo en Inglés | MEDLINE | ID: mdl-36217018

RESUMEN

This paper presents a new phase-shift modulation for isolated dual active bridge (DAB) direct current-direct current (DC-DC) converter. The proposed technique aims to minimize the maximum current stress of the converter, which could directly increase the efficiency and reduce the device losses. This modulation technique controls the converter power through only two phase-shift angles or two degrees of freedom; one phase shift is used between the legs of its first bridge and the other one between the legs of the second bridge. Although the traditional single-phase shift (SPS) technique has only one degree of freedom, it suffers from many drawbacks in terms of high current stress and reverse circulating power flow, which decrease the converter efficiency. On the other hand, increasing the number of phase-shift angles can enhance the system performance but also increase the control complexity. Thus, a comparative analysis between the proposed modulation technique and the traditional SPS was conducted; the new method showed better performance in terms of current stress reduction, along with implementation simplicity.

4.
RSC Adv ; 11(63): 39790-39796, 2021 Dec 13.
Artículo en Inglés | MEDLINE | ID: mdl-35494146

RESUMEN

In this work, we present a strategy for the preparation of functionalized 4H-chromene derivatives via a Cs2CO3-catalyzed [4 + 2] cycloaddition of enantiopure chiral salicyl N-phosphonyl imines with allenoates. Fifteen examples were achieved in excellent yields and diastereoselectivity. The products were purified simply by washing the crude mixture with hexanes following the Group-Assisted Purification (GAP) chemistry/technology to bypass traditional separation methods. The absolute configuration was unambiguously determined by X-ray structure analysis.

5.
Chem Asian J ; 15(6): 729-741, 2020 Mar 16.
Artículo en Inglés | MEDLINE | ID: mdl-32068956

RESUMEN

Selectfluor, [1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-[2.2.2]octane bis(tetrafluoroborate)], is not only an important electrophilic fluorinating agent but also a facile and efficient "fluorine-free" functional reagent in other organic reactions. In this Minireview, we will present a brief history of Selectfluor as a transition metal oxidant, fluorine cation and radical initiator in "fluorine-free" functionalizations over the last five years.

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