CO Versus CC Bond Cleavage: Selectivity Control in Lewis Acid Catalyzed Chemodivergent Cycloadditions of Aryl Oxiranyldicarboxylates with Aldehydes, and Theoretical Rationalizations of Reaction Pathways

Zuliang Chen; Ziqi Tian; Jieming Zhang; Jing Ma; Junliang Zhang

doi:10.1002/chem.201201453

CO Versus CC Bond Cleavage: Selectivity Control in Lewis Acid Catalyzed Chemodivergent Cycloadditions of Aryl Oxiranyldicarboxylates with Aldehydes, and Theoretical Rationalizations of Reaction Pathways

Chemistry - A European Journal ◽

10.1002/chem.201201453 ◽

2012 ◽

Vol 18 (28) ◽

pp. 8591-8595 ◽

Cited By ~ 44

Author(s):

Zuliang Chen ◽

Ziqi Tian ◽

Jieming Zhang ◽

Jing Ma ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Reaction Pathways ◽

Acid Catalyzed ◽

Selectivity Control

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ChemInform Abstract: Lewis Acid Catalyzed Carbon-Carbon Bond Cleavage of Aryl Oxiranyl Diketones: Synthesis of cis-2,5-Disubstituted 1,3-Dioxolanes.

ChemInform ◽

10.1002/chin.201120124 ◽

2011 ◽

Vol 42 (20) ◽

pp. no-no

Author(s):

Zuliang Chen ◽

Lai Wei ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Acid Catalyzed

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ChemInform Abstract: Product-Selectivity Control by the Nature of the Catalyst: Lewis Acid Catalyzed Selective Formation of Ring-Fused Tetrahydroquinolines and Tetrahydroazepines via Intramolecular Redox Reaction.

ChemInform ◽

10.1002/chin.201105173 ◽

2011 ◽

Vol 42 (5) ◽

pp. no-no

Author(s):

Guanghua Zhou ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Redox Reaction ◽

Product Selectivity ◽

Acid Catalyzed ◽

Selectivity Control ◽

Selective Formation

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ChemInform Abstract: Selectivity Control in Lewis Acid Catalyzed Regiodivergent Tandem Cationic Cyclization/Ring Expansion Terminated by Pinacol Rearrangement.

ChemInform ◽

10.1002/chin.200950096 ◽

2009 ◽

Vol 40 (50) ◽

Author(s):

Lu Liu ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Ring Expansion ◽

Pinacol Rearrangement ◽

Acid Catalyzed ◽

Cationic Cyclization ◽

Selectivity Control

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Highly regioselective Lewis acid-catalyzed [3+2] cycloaddition of alkynes with donor–acceptor oxiranes by selective carbon–carbon bond cleavage of epoxides

Chemical Communications ◽

10.1039/c1cc15669a ◽

2011 ◽

Vol 47 (48) ◽

pp. 12870 ◽

Cited By ~ 37

Author(s):

Renrong Liu ◽

Mei Zhang ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Donor Acceptor ◽

Acid Catalyzed

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Lewis Acid Catalyzed Carbon−Carbon Bond Cleavage of Aryl Oxiranyl Diketones: Synthesis ofcis-2,5-Disubstituted 1,3-Dioxolanes

Organic Letters ◽

10.1021/ol2000292 ◽

2011 ◽

Vol 13 (5) ◽

pp. 1170-1173 ◽

Cited By ~ 51

Author(s):

Zuliang Chen ◽

Lai Wei ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Acid Catalyzed

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Ring-opening formal hetero-[5+2] cycloaddition of 1-tosyl-2,3-dihydro-1H-pyrroles with terminal alkynes: entry to 1-tosyl-2,3-dihydro 2,3-dihydro-1H-azepines

Chemical Communications ◽

10.1039/c9cc05082e ◽

2019 ◽

Vol 55 (75) ◽

pp. 11295-11298 ◽

Cited By ~ 1

Author(s):

Ming-Bo Zhou ◽

Rui Pi ◽

Fan Teng ◽

Yang Li ◽

Jin-Heng Li

Keyword(s):

Lewis Acid ◽

Ring Opening ◽

Bond Cleavage ◽

Terminal Alkynes ◽

Acid Catalyzed

Lewis acid-catalyzed formal hetero-[5+2] cycloaddition of 2,3-dihydro-1H-pyrroles with alkynes through C(sp2)–N bond cleavage toward 2,3-dihydro-1H-azepines is described.

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Lewis Acid-catalyzed [3 + 2]Cyclo-addition of Alkynes withN-Tosyl-aziridines via Carbon–Carbon Bond Cleavage: Synthesis of Highly Substituted 3-Pyrrolines

Organic Letters ◽

10.1021/ol202603e ◽

2011 ◽

Vol 13 (22) ◽

pp. 5940-5943 ◽

Cited By ~ 74

Author(s):

Lei Li ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Acid Catalyzed

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Lewis acid-catalyzed formal [3+2] cycloadditions of N-tosyl aziridines with electron-rich alkenes via selective carbon–carbon bond cleavage

Chemical Communications ◽

10.1039/c1cc10926j ◽

2011 ◽

Vol 47 (17) ◽

pp. 5049 ◽

Cited By ~ 48

Author(s):

Lei Li ◽

Xingxing Wu ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Acid Catalyzed

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ChemInform Abstract: Lewis Acid Catalyzed [3 + 2] Cycloaddition of Alkynes with N-Tosylaziridines via Carbon-Carbon Bond Cleavage: Synthesis of Highly Substituted 3-Pyrrolines.

ChemInform ◽

10.1002/chin.201213127 ◽

2012 ◽

Vol 43 (13) ◽

pp. no-no

Author(s):

Lei Li ◽

Junliang Zhang

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Acid Catalyzed

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Corrigendum to “Lewis acid-catalyzed [3þ3] cycloadditions of donor‒acceptor aziridines with N,N-dialkyl-3-vinylanilines via carbon-carbon bond cleavage” [Tetrahedron 74 (2018) 3671–3678]

Tetrahedron ◽

10.1016/j.tet.2018.12.006 ◽

2019 ◽

Vol 75 (2) ◽

pp. 324-326 ◽

Cited By ~ 2

Author(s):

Sang Gyu Lee ◽

Sung-Gon Kim

Keyword(s):

Lewis Acid ◽

Bond Cleavage ◽

Carbon Bond ◽

Carbon Carbon Bond ◽

Donor Acceptor ◽

Acid Catalyzed

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