Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition

2014 ◽  
Vol 12 (43) ◽  
pp. 8607-8610 ◽  
Author(s):  
Shuanghua Cheng ◽  
Shouyun Yu
Keyword(s):  
Michael Addition ◽  
Enantioselective Synthesis ◽  
High Yields

A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er).

scholarly journals Enantioselective synthesis of seven-membered carbo- and heterocyles by organocatalyzed intramolecular Michael addition

RSC Advances ◽  
2016 ◽  
Vol 6 (36) ◽  
pp. 30166-30169 ◽  
Author(s):  
James O. Guevara-Pulido ◽  
José M. Andrés ◽  
Deisy P. Ávila ◽  
Rafael Pedrosa
Keyword(s):  
Michael Addition ◽  
Enantioselective Synthesis ◽  
High Yields

Enantioenriched seven membered rings have been prepared in high yields and stereoselectivities by intramolecular Michael addition of functionalized enals catalyzed by Jorgensen–Hayashi catalyst.

Asymmetric Brønsted Acid-catalyzed Intramolecular aza-Michael Reaction – Enantioselective Synthesis of Dihydroquinolinones

2012 ◽  
Vol 67 (10) ◽  
pp. 1021-1029 ◽  
Author(s):  
Magnus Rueping ◽  
Stefan A. Moreth ◽  
Michael Bolte
Keyword(s):  
Michael Addition ◽  
Heterocyclic Compounds ◽  
Michael Reaction ◽  
Biological Activities ◽  
Enantioselective Synthesis ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Brönsted Acid ◽  
Acid Catalyzed ◽  
High Yields

The enantioselective synthesis of 2-aryl-substituted 2,3-dihydroquinolin-4-ones, a class of heterocyclic compounds with interesting biological activities, has been achieved through a Brønsted acidcatalyzed enantioselective intramolecular Michael addition. The products are available in moderate to high yields and with good enantioselectivities.

Enantioselective synthesis of chiral α,β-unsaturated γ-substituted butyrolactams by organocatalyzed direct asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to 2-enoylpyridines

2016 ◽  
Vol 14 (27) ◽  
pp. 6568-6576 ◽  
Author(s):  
Zhen-Hua Wang ◽  
Zhi-Jun Wu ◽  
Deng-Feng Yue ◽  
Yong You ◽  
Xiao-Ying Xu ◽  
...  
Keyword(s):  
Michael Addition ◽  
Optically Active ◽  
Enantioselective Synthesis ◽  
High Yields

Approach providing a series of optically active α,β-unsaturated γ-substituted butyrolactams in high yields with excellent diastereo- and enantioselectivities.

Lithiated three-membered heterocycles as chiral nucleophiles in the enantioselective synthesis of 1-oxaspiro[2,3]hexanes

2021 ◽  
Author(s):  
Andrea Cocco ◽  
Maria Grazia Rubanu ◽  
Maria Laura Sechi ◽  
Angelo Frongia ◽  
Pietro Mastrorilli ◽  
...  
Keyword(s):  
Styrene Oxide ◽  
Enantioselective Synthesis ◽  
High Yields

Enantiomerically enriched oxaspiro- and azaspirohexanes were synthesized through a two-step addition of configurably stable Li-styrene oxide (or aziridine) to 3-substituted cyclobutanones and base-mediated Payne rearrangement sequence with high yields and selectivity.

ChemInform Abstract: Highly Enantioselective Synthesis of α-Fluoro-α-nitro Esters via Organocatalyzed Asymmetric Michael Addition.

ChemInform ◽  
2011 ◽  
Vol 42 (16) ◽  
pp. no-no
Author(s):  
Hai-Feng Cui ◽  
Peng Li ◽  
Xiao-Wei Wang ◽  
Zhuo Chai ◽  
Ying-Quan Yang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Enantioselective Synthesis ◽  
Asymmetric Michael Addition ◽  
Nitro Esters

Catalytic Enantioselective Synthesis of Chiral Spirocyclic 1,3-Diketones via Organo-Cation Catalysis

2021 ◽  
Author(s):  
Xiao-Yan Zhang ◽  
Ya-Ping Shao ◽  
Bao-Kuan Guo ◽  
Kun Zhang ◽  
Fu-Min Zhang ◽  
...  
Keyword(s):  
Enantioselective Synthesis ◽  
High Yields ◽  
Convenient Access

An SPA-triazolium bromide catalyzed transannular C-acylation of enol lactones is presented. This methodology provides convenient access to a range of enantioenriched spirocyclic 1,3-diketones in moderate to high yields and enantioselectivities...

Facile Synthesis of 2-Arylindoles through Plancher-Type Rearrangement of 3-Alkyl-3-Arylindolenines

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1994-1999
Author(s):  
Santhosh Chittimalla ◽  
Chennakesavulu Bandi ◽  
Vinod Gadi ◽  
Siva Gunturu
Keyword(s):  
Michael Addition ◽  
Facile Synthesis ◽  
Type C ◽  
High Yields

3-Alkylindoles on reaction with a cyclohexa-2,4-dien-1-one catalyzed by BF3·OEt2 gave the corresponding 3-alkyl-3-arylindolenines in high yields through a tandem Michael addition/aromatization sequence. In the presence of HCl, these indolenine derivatives underwent a facile Plancher-type C-3 to C-2 aryl rearrangement to deliver the corresponding 2-arylindoles.

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