Axial Chirality at the B–C Bond: Atroposelective Functionalization of Aryl-1,2-azaborines

Synfacts ◽  
2021 ◽  
Vol 17 (11) ◽  
pp. 1263
Keyword(s):  
Axial Chirality

Sterically Crowded Heterocycles. VII. Reduction of Some (Z)-1,3-Diphenyl-3-(2-phenylimidazo[1,2-a]pyridin-3-yl)prop-2-en-1-ones as Their Axial Chirality Probe

1996 ◽  
Vol 61 (7) ◽  
pp. 1018-1026 ◽  
Author(s):  
Richard Kubík ◽  
Stanislav Böhm ◽  
Josef Kuthan
Keyword(s):  
Hydroxy Derivative ◽  
Borohydride Reduction ◽  
Axial Chirality ◽  
Pm3 Calculations

Borohydride reduction of titled ketones 1a-1g gave diastereoisomeric mixtures of (Z)-1,3-diphenyl-3-(2-phenylimidazo[1,2-a]pyridin-3-yl)prop-2-en-1-ols 2a-2g and 3a-3g in which the former ones prevailed. Only individual racemic products were obtained after borohydride reduction of (E)-1,3-diphenyl-3-(2-phenylimidazo[1,2-a]pyridin-3-yl)-prop-2-en-1-one 4 to corresponding 1-hydroxy derivative 5 and by conversion of (Z)-1-oxo derivative 1a to 1,3-diphenyl-3-(2-phenylimidazo[1,2-a]pyridin-3-yl)propan-1-one (6) with sodium hydrogenselenide. Diastereoselectivity of the borohydride reduction is discussed using the PM3 calculations of the molecules 1a, 2a, 2b, 3a, 3b, 4, 5, and 6.

N‐Heterocyclic Carbene‐Catalyzed Atroposelective Annulation for Access to Thiazine Derivatives with C−N Axial Chirality

2021 ◽  
Vol 60 (17) ◽  
pp. 9362-9367
Author(s):  
Tingting Li ◽  
Chengli Mou ◽  
Puying Qi ◽  
Xiaolin Peng ◽  
Shichun Jiang ◽  
...  
Keyword(s):  
Axial Chirality

scholarly journals Asymmetric Alkenyl Catellani Reaction for the Construction of C–N Axial Chirality

2021 ◽  
Author(s):  
Qianghui Zhou ◽  
Chenggui Wu ◽  
Yong Shang ◽  
Chang Liu ◽  
Ze-Shui Liu ◽  
...  
Keyword(s):  
Axial Chirality

scholarly journals Remote Central-to-Axial Chirality Conversion: Direct Atroposelective Ester to Biaryl Transformation

2018 ◽  
Vol 130 (24) ◽  
pp. 7254-7257 ◽  
Author(s):  
Achim Link ◽  
Christof Sparr
Keyword(s):  
Axial Chirality

ChemInform Abstract: Regioselective Substitution of Fluorine in F8BINOL as a Versatile Route to New Ligands with Axial Chirality.

ChemInform ◽  
2001 ◽  
Vol 32 (12) ◽  
pp. no-no
Author(s):  
Yu Chen ◽  
Shahla Yekta ◽  
L. James P. Martyn ◽  
Juan Zheng ◽  
Andrei K. Yudin
Keyword(s):  
Axial Chirality ◽  
Regioselective Substitution

scholarly journals Control of axial chirality in absence of transition metals based on arynes

2017 ◽  
Vol 20 (6) ◽  
pp. 682-692 ◽  
Author(s):  
Frédéric R. Leroux ◽  
Armen Panossian ◽  
David Augros
Keyword(s):  
Transition Metals ◽  
Axial Chirality
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