Unknown

Dataset Information

0

Me2(CH2[double bond, length as m-dash]CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis.

ABSTRACT: A bifunctional silyl reagent Me2(CH2[double bond, length as m-dash]CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/retro-cyanosilylation/isomerization sequence that involves a temporary silicon-tethered intramolecular DA reaction.

SUBMITTER: Wu WB 

PROVIDER: S-EPMC8943849 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Me<sub>2</sub>(CH<sub>2</sub>[double bond, length as m-dash]CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis.

Wu Wen-Biao WB   Mu Bo-Shuai BS   Yu Jin-Sheng JS   Zhou Jian J  

Chemical science 20220224 12

A bifunctional silyl reagent Me<sub>2</sub>(CH<sub>2</sub>[double bond, length as m-dash]CH)SiCN has been developed as a novel ethylene equivalent for the Diels-Alder (DA) reaction. The use of this reagent enables the controllable synthesis of value-added cyclohexenyl ketones or 2-acyl cyclohexancarbonitrile derivatives through a five- or six-step tandem sequence based on a Wittig/cyanosilylation/DA reaction/<i>retro</i>-cyanosilylation/isomerization sequence that involves a temporary silicon-te  ...[more]

Similar Datasets

Unknown Bifunctional Hydrogen Bond Donor-Catalyzed Diels-Alder Reactions: Origin of Stereoselectivity and Rate Enhancement.
| S-EPMC8049058 | biostudies-literature
Unknown Product distribution and mechanism of the OH<sup>-</sup> initiated tropospheric degradation of three CFC replacement candidates: CH<sub>3</sub>CF[double bond, length as m-dash]CH<sub>2</sub>, (CF<sub>3</sub>)<sub>2</sub>C[double bond, length as m-dash]CH<sub>2</sub> and (<i>E</i>/<i>Z</i>)-CF<sub>3</sub>CF[double bond, length as m-dash]CHF.
| S-EPMC9060772 | biostudies-literature
Unknown Nature of the heavy formal double bonds As[double bond, length as m-dash]Ch, Sb[double bond, length as m-dash]Ch and Bi[double bond, length as m-dash]Ch (Ch = S, Se, Te) in NCN-pincer supported arsinidene, stibinidene and bismuthinidene chalcogenides.
| S-EPMC12352694 | biostudies-literature
Unknown Structural basis for Diels-Alder ribozyme-catalyzed carbon-carbon bond formation.
| S-EPMC4692364 | biostudies-literature
Unknown Dynamics, transition states, and timing of bond formation in Diels-Alder reactions.
| S-EPMC3420159 | biostudies-literature
Unknown C(alkyl)-C(vinyl) bond cleavage enabled by Retro-Pallada-Diels-Alder reaction.
| S-EPMC10160084 | biostudies-literature
Unknown Systematic C-C Bond Cleavage in Oligomers via Diels-Alder Reaction on Au(111).
| S-EPMC12530030 | biostudies-literature
Unknown Elucidation of Diels-Alder Reaction Network of 2,5-Dimethylfuran and Ethylene on HY Zeolite Catalyst.
| S-EPMC3539728 | biostudies-literature
Unknown Theoretical study on the generation of Criegee intermediates from the ozonolysis of trifluoropropene (CF&lt;sub&gt;3&lt;/sub&gt;CH[double bond, length as m-dash]CH&lt;sub&gt;2&lt;/sub&gt;).
| S-EPMC12705229 | biostudies-literature
Unknown Peroxidase-induced C-N bond formation <i>via</i> nitroso ene and Diels-Alder reactions.
| S-EPMC10124104 | biostudies-literature