Stereoselective Synthesis of Tropanes via a 6π‐Electrocyclic Ring‐Opening/ Huisgen [3+2]‐Cycloaddition Cascade of Monocyclopropanated Heterocycles

Carina M. Sonnleitner; Saerom Park; Robert Eckl; Thomas Ertl; Oliver Reiser

doi:10.1002/anie.202006030

Stereoselective Synthesis of Tropanes via a 6π‐Electrocyclic Ring‐Opening/ Huisgen [3+2]‐Cycloaddition Cascade of Monocyclopropanated Heterocycles

Angewandte Chemie International Edition ◽

10.1002/anie.202006030 ◽

2020 ◽

Vol 59 (41) ◽

pp. 18110-18115

Author(s):

Carina M. Sonnleitner ◽

Saerom Park ◽

Robert Eckl ◽

Thomas Ertl ◽

Oliver Reiser

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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Stereoselective Synthesis of Tetraalkyl Cyclobutene-1,2,3,4-tetracarboxylates. Synthesis of Tetraalkyl (Z,Z)-Buta-1,3-diene-1,2,3,4-tetracarboxylates

Journal of Chemical Research ◽

10.1177/174751989902300829 ◽

1999 ◽

Vol 23 (8) ◽

pp. 512-513

Author(s):

Issa Yavari ◽

Farahnaz Nourmohammadian

Keyword(s):

Ring Opening ◽

Wittig Reaction ◽

Stereoselective Synthesis ◽

Intramolecular Wittig Reaction ◽

Ring Opening Reactions ◽

Boiling Toluene

Tetraalkyl cyclobutene-1,2,3,4-tetracarboxylates, prepared by intramolecular Wittig reaction between a vinylphosphonium salt and diethyl 2-oxobutanedioate, undergo electrocyclic ring-opening reactions, in boiling toluene, to produce highly electron-deficient 1,3-dienes.

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Metal carbenoid mediated ring opening of furan-2-yloxy derivatives. Stereoselective synthesis of 2,4-hexadienedioic acid and 6-aryl-1-oxo-2,4-hexadienoic acid derivatives

Tetrahedron ◽

10.1016/s0040-4020(01)00691-3 ◽

2001 ◽

Vol 57 (34) ◽

pp. 7303-7307 ◽

Cited By ~ 16

Author(s):

Po Chuen Shieh ◽

Chi Wi Ong

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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Stereoselective synthesis of α-glycosyl azides by ring-opening of 1,6-anhydrosugars with trimethylsilyl azide

Carbohydrate Research ◽

10.1016/j.carres.2015.08.002 ◽

2015 ◽

Vol 416 ◽

pp. 14-20 ◽

Cited By ~ 1

Author(s):

Tianyu Cui ◽

Raymond Smith ◽

Xiangming Zhu

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis ◽

Trimethylsilyl Azide

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Stereoselective synthesis of (3S,4R)- and (3R,4S)-4-(N-substituted-amino)-2,2-dimethyl-6-nitrochroman-3-ols via the microwave assisted regioselective ring opening of epoxides in the presence of neutral alumina

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2012.07.002 ◽

2012 ◽

Vol 23 (14) ◽

pp. 1029-1037 ◽

Cited By ~ 10

Author(s):

Li-juan Meng ◽

B.V.D. Vijaykumar ◽

Hua Zuo ◽

Zhu-Bo Li ◽

Gautam Dupati ◽

...

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis ◽

Neutral Alumina ◽

Microwave Assisted ◽

Ring Opening Of Epoxides

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ChemInform Abstract: Ring-Opening of Epoxyalcohols by Diethylaluminum Cyanide. Regio- and Stereoselective Synthesis of 1-Cyano-2,3-diols.

ChemInform ◽

10.1002/chin.199918067 ◽

2010 ◽

Vol 30 (18) ◽

pp. no-no

Author(s):

Fabio Benedetti ◽

Federico Berti ◽

Stefano Norbedo

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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Stereoselective synthesis of trans- and cis-2-aryl-3-(hydroxymethyl)aziridines through transformation of 4-aryl-3-chloro-β-lactams and study of their ring opening

Organic & Biomolecular Chemistry ◽

10.1039/b919864d ◽

2010 ◽

Vol 8 (3) ◽

pp. 607-615 ◽

Cited By ~ 25

Author(s):

Matthias D'hooghe ◽

Karen Mollet ◽

Stijn Dekeukeleire ◽

Norbert De Kimpe

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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NaI-catalyzed highly regioselective ring-opening [1 + 2] cycloaddition reaction of cyclopropenes with imines: highly stereoselective synthesis of cis-vinylic aziridines

Chemical Communications ◽

10.1039/b413807d ◽

2005 ◽

pp. 909 ◽

Cited By ~ 29

Author(s):

Shengming Ma ◽

Junliang Zhang ◽

Lianghua Lu ◽

Xin Jin ◽

Yangjun Cai ◽

...

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis ◽

Cycloaddition Reaction

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AlEt3-promoted eliminative ring-opening of β-hydroxy epoxides: highly stereoselective synthesis of terminal α-hydroxy olefins

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(03)00457-9 ◽

2003 ◽

Vol 14 (15) ◽

pp. 2189-2193 ◽

Cited By ~ 3

Author(s):

Fei Wang ◽

Shao Hua Wang ◽

Yong Qiang Tu ◽

Shi Kuo Ren

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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Effect of the trifluoromethyl group on torquoselectivity in the 4π ring-opening reaction of oxetenes: stereoselective synthesis of tetrasubstituted olefins

Chemical Science ◽

10.1039/c3sc52548a ◽

2014 ◽

Vol 5 (1) ◽

pp. 410-415 ◽

Cited By ~ 20

Author(s):

Kohsuke Aikawa ◽

Natsumi Shimizu ◽

Kazuya Honda ◽

Yūta Hioki ◽

Koichi Mikami

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis ◽

Trifluoromethyl Group ◽

Ring Opening Reaction ◽

Tetrasubstituted Olefins

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ChemInform Abstract: Stereoselective Synthesis of 1′β-2′,3′-Dideoxy-2′-bis(ethoxycarbonyl)methyluridine Nucleosides by Ring Opening of Cyclopropanated Glycals.

ChemInform ◽

10.1002/chin.200013192 ◽

2010 ◽

Vol 31 (13) ◽

pp. no-no

Author(s):

Jinsoo Lim ◽

Yong Hae Kim

Keyword(s):

Ring Opening ◽

Stereoselective Synthesis

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