Desymmetrization of Cyclohexadienones via Brønsted Acid-Catalyzed Enantioselective Oxo-Michael Reaction

A Brønsted acid-catalyzed cascade acyclic N,O-hemiaminal formation/oxa-Michael reaction is developed for the synthesis of cis-2,6-disubstituted tetrahydropyrans bearing an exo amide group, that is, cyclic N,O-aminals. By using TsOH, various different...

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Brønsted-acid catalyzed condensation-Michael reaction-Pictet–Spengler cyclization—highly stereoselective synthesis of indoloquinolizidines

RSC Advances ◽

10.1039/c1ra00305d ◽

2011 ◽

Vol 1 (1) ◽

pp. 79 ◽

Cited By ~ 27

Author(s):

Magnus Rueping ◽

Chandra M. R. Volla

Keyword(s):

Stereoselective Synthesis ◽

Michael Reaction ◽

Bronsted Acid ◽

Brønsted Acid ◽

Brönsted Acid ◽

Acid Catalyzed

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

Zeitschrift für Naturforschung B ◽

10.5560/znb.2012-0183 ◽

2012 ◽

Vol 67 (10) ◽

pp. 1021-1029 ◽

Cited By ~ 9

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.

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Brønsted Acid Catalyzed Domino Aza-Piancatelli Rearrangement/Michael Reaction: Construction of 1,4-Benzodiazepin-5-ones in One Pot

European Journal of Organic Chemistry ◽

10.1002/ejoc.201700957 ◽

2017 ◽

Vol 2017 (37) ◽

pp. 5671-5678 ◽

Cited By ~ 10

Author(s):

Kiranmai Nayani ◽

Radhika Cinsani ◽

Anwar Hussaini SD ◽

Prathama S. Mainkar ◽

Srivari Chandrasekhar

Keyword(s):

Michael Reaction ◽

Bronsted Acid ◽

Brønsted Acid ◽

One Pot ◽

Brönsted Acid ◽

Acid Catalyzed

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Efficient Brønsted acid-catalyzed aza-Michael reaction of amides and ureas with α,β-unsaturated enones under high-pressure conditions

Tetrahedron Letters ◽

10.1016/j.tetlet.2008.10.082 ◽

2009 ◽

Vol 50 (1) ◽

pp. 48-50 ◽

Cited By ~ 22

Author(s):

Saleha Azad ◽

Tomohiro Kobayashi ◽

Keiji Nakano ◽

Yoshiyasu Ichikawa ◽

Hiyoshizo Kotsuki

Keyword(s):

High Pressure ◽

Michael Reaction ◽

Bronsted Acid ◽

Brønsted Acid ◽

Brönsted Acid ◽

Acid Catalyzed

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2-Indolymethanols as 4-atom-synthons in oxa-Michael reaction cascade: access to tetracyclic indoles

Chemical Communications ◽

10.1039/d1cc03653j ◽

2021 ◽

Author(s):

Tian-Jiao Han ◽

Mincan Wang ◽

Guang-Jian Mei

Keyword(s):

Michael Reaction ◽

Practical Approach ◽

Bronsted Acid ◽

Brønsted Acid ◽

Brönsted Acid ◽

Acid Catalyzed

TThe first Brønsted acid-catalyzed oxa-Michael reaction cascade of 2-indolylmethanols with trione alkenes was accomplished. By using this practical approach, a variety of tetracyclic indoles were readily created in ordered sequence...

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