Diastereoselective synthesis of pitavastatin calcium via bismuth-catalyzed two-component hemiacetal/oxa-Michael addition reaction

2015 ◽  
Vol 13 (38) ◽  
pp. 9813-9819 ◽  
Author(s):  
Fangjun Xiong ◽  
Haifeng Wang ◽  
Lingjie Yan ◽  
Lingjun Xu ◽  
Yuan Tao ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Addition Reaction ◽  
Diastereoselective Synthesis ◽  
Michael Addition Reaction ◽  
Two Component ◽  
Pitavastatin Calcium

An efficient and concise asymmetric synthesis of pitavastatin calcium (1) starting from commercially available (S)-epichlorohydrin is described.

Asymmetric synthesis of highly functionalized spirothiazolidinone tetrahydroquinolines via a squaramide-catalyzed cascade reaction

2018 ◽  
Vol 16 (48) ◽  
pp. 9390-9401 ◽  
Author(s):  
Yong-Xing Song ◽  
Da-Ming Du
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Addition ◽  
Addition Reaction ◽  
Cascade Reaction ◽  
Michael Addition Reaction

A bifunctional squaramide-catalyzed asymmetric cascade aza-Michael/Michael addition reaction for the synthesis of chiral spirothiazolidinone tetrahydroquinolines with three contiguous stereocenters has been developed.

An environmentally benign double Michael addition reaction of heterocyclic ketene aminals with quinone monoketals for diastereoselective synthesis of highly functionalized morphan derivatives in water

2017 ◽  
Vol 19 (15) ◽  
pp. 3574-3584 ◽  
Author(s):  
Yu-Lu Ma ◽  
Kai-Min Wang ◽  
Rong Huang ◽  
Jun Lin ◽  
Sheng-Jiao Yan
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Environmentally Benign ◽  
Diastereoselective Synthesis ◽  
Michael Addition Reaction ◽  
One Pot ◽  
Ketene Aminals

This effort involved an efficient and concise one-pot procedure for the synthesis of morphans based on quinone monoketals 1 reacting with HKAs 2.

Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  
Keyword(s):  
Michael Addition ◽  
In Silico ◽  
Addition Reaction ◽  
Single Point ◽  
Point Mutations ◽  
Unsaturated Ketone ◽  
Michael Addition Reaction ◽  
Beta Barrel ◽  
Cupin Superfamily ◽  
Single Point Mutations

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.

Tandem Alkylation/Michael Addition Reaction of Dithiocarbamic Acids with Alkyl γ-Bromocrotonates: Access to Functionalized 1,3-Thiazolidine-2-thiones

Synthesis ◽  
2021 ◽  
Author(s):  
Azim Ziyaei Halimehjani ◽  
Petr Beier ◽  
Maryam Khalili Foumeshi ◽  
Ali Alaei ◽  
Blanka Klepetářová
Keyword(s):  
Amino Acids ◽  
Carbon Disulfide ◽  
Multicomponent Reaction ◽  
Michael Addition ◽  
Addition Reaction ◽  
Primary Amines ◽  
Oxidation Reactions ◽  
Michael Addition Reaction ◽  
Synthetic Utility ◽  
Reaction Proceeds

AbstractThiazolidine-2-thiones were prepared via a novel multicomponent reaction of primary amines (amino acids), carbon disulfide, and γ-bromocrotonates. The reaction proceeds via a domino alkylation/intramolecular Michael addition to provide the corresponding thiazolidine-2-thiones in high to excellent yields. By using diamines in this protocol, bis(thiazolidine-2-thiones) derivatives were synthesized. The synthetic utility of the adducts was demonstrated by hydrolysis, amidation, and oxidation reactions.

Bisphosphine catalyzed sequential [3 + 2] cycloaddition and Michael addition of ynones with benzylidenepyrazolones via dual α′,α′-C(sp3)–H bifunctionalization to construct cyclopentanone-fused spiro-pyrazolones

2018 ◽  
Vol 16 (48) ◽  
pp. 9461-9471 ◽  
Author(s):  
Jiayong Zhang ◽  
Zhiwei Miao
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Michael Addition Reaction

A sequential [3 + 2] cycloaddition and Michael addition reaction of ynones with benzylidenepyrazolones afforded cyclopentanone-fused spiro-pyrazolones catalyzed by DPPB via dual α′,α′-C(sp3)–H bifunctionalization.

ChemInform Abstract: Organocatalyzed Michael Addition Reaction by Novel (2R,3aS,7aS)-Octahydroindole-2-carboxylic Acid, a New Fused Proline.

ChemInform ◽  
2011 ◽  
Vol 42 (21) ◽  
pp. no-no
Author(s):  
David Roca-Lopez ◽  
Pedro Merino ◽  
Francisco J. Sayago ◽  
Carlos Cativiela ◽  
Raquel P. Herrera
Keyword(s):  
Carboxylic Acid ◽  
Michael Addition ◽  
Addition Reaction ◽  
Michael Addition Reaction
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