Construction of CS Bonds with a Quaternary Stereocenter through a Formal Michael Reaction: Asymmetric Synthesis of Tertiary Thiols

2004 ◽  
Vol 116 (25) ◽  
pp. 3369-3372 ◽  
Author(s):  
Claudio Palomo ◽  
Mikel Oiarbide ◽  
Flavia Dias ◽  
Rosa López ◽  
Anthony Linden
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Quaternary Stereocenter

Construction of CS Bonds with a Quaternary Stereocenter through a Formal Michael Reaction: Asymmetric Synthesis of Tertiary Thiols

2004 ◽  
Vol 43 (25) ◽  
pp. 3307-3310 ◽  
Author(s):  
Claudio Palomo ◽  
Mikel Oiarbide ◽  
Flavia Dias ◽  
Rosa López ◽  
Anthony Linden
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Quaternary Stereocenter

Construction of C—S Bonds with a Quaternary Stereocenter Through a Formal Michael Reaction: Asymmetric Synthesis of Tertiary Thiols.

ChemInform ◽  
2004 ◽  
Vol 35 (41) ◽  
Author(s):  
Claudio Palomo ◽  
Mikel Oiarbide ◽  
Flavia Dias ◽  
Rosa Lopez ◽  
Anthony Linden
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Quaternary Stereocenter

ChemInform Abstract: Base-Dependent Stereodivergent Intramolecular Aza-Michael Reaction: Asymmetric Synthesis of 1,3-Disubstituted Isoindolines.

ChemInform ◽  
2014 ◽  
Vol 45 (3) ◽  
pp. no-no
Author(s):  
Santos Fustero ◽  
Lidia Herrera ◽  
Ruben Lazaro ◽  
Elsa Rodriguez ◽  
Miguel A. Maestro ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction

Asymmetric Synthesis of Indolines Bearing a Benzylic Quaternary Stereocenter through Intramolecular Arylcyanation of Alkenes

Synlett ◽  
2010 ◽  
Vol 2010 (11) ◽  
pp. 1709-1711 ◽  
Author(s):  
Yoshiaki Nakao ◽  
Tamejiro Hiyama ◽  
Jen-Chieh Hsieh ◽  
Shiro Ebata
Keyword(s):  
Asymmetric Synthesis ◽  
Quaternary Stereocenter

Asymmetric synthesis of spiro[chroman-3,3′-pyrazol] scaffolds with an all-carbon quaternary stereocenter via a oxa-Michael–Michael cascade strategy with bifunctional amine-thiourea organocatalysts

RSC Advances ◽  
2015 ◽  
Vol 5 (111) ◽  
pp. 91108-91113 ◽  
Author(s):  
Weiping Zheng ◽  
Jiayong Zhang ◽  
Shuang Liu ◽  
Chengbin Yu ◽  
Zhiwei Miao
Keyword(s):  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Quaternary Stereocenter

The chiral spiro[chroman-3,3′-pyrazol] derivatives have been synthesized through a catalytic oxa-Michael–Michael cascade reaction of 2-hydroxynitrostyrenes with 4-alkenyl pyrazolin-3-ones in good yields with moderate to high stereoselectivities.

scholarly journals Catalytic asymmetric formal synthesis of beraprost

2015 ◽  
Vol 11 ◽  
pp. 2654-2660 ◽  
Author(s):  
Yusuke Kobayashi ◽  
Ryuta Kuramoto ◽  
Yoshiji Takemoto
Keyword(s):  
Asymmetric Synthesis ◽  
Michael Reaction ◽  
Subsequent Reduction ◽  
Formal Synthesis ◽  
Michael Adduct ◽  
Catalytic Asymmetric Synthesis ◽  
Weinreb Amide ◽  
Tricyclic Core ◽  
Catalytic Asymmetric

The first catalytic asymmetric synthesis of the key intermediate for beraprost has been achieved through an enantioselective intramolecular oxa-Michael reaction of an α,β-unsaturated amide mediated by a newly developed benzothiadiazine catalyst. The Weinreb amide moiety and bromo substituent of the Michael adduct were utilized for the C–C bond formations to construct the scaffold. All four contiguous stereocenters of the tricyclic core were controlled via Rh-catalyzed stereoselective C–H insertion and the subsequent reduction from the convex face.

Asymmetric Construction of Halogenated Cyclic Quaternary Carbon Center through Enolate Activation of Aldehydes

Synlett ◽  
2018 ◽  
Vol 29 (20) ◽  
pp. 2601-2607 ◽  
Author(s):  
Jun-Long Li ◽  
Qing-Zhu Li ◽  
Yue Liu ◽  
Hai-Jun Leng
Keyword(s):  
Asymmetric Synthesis ◽  
Synthetic Methods ◽  
Quaternary Carbon ◽  
Quaternary Stereocenter

The construction of a chiral halogenated cyclic quaternary carbon center through various catalytic strategies is an emerging hot topic in the field of asymmetric synthesis. Herein, we give a summary of recently developed synthetic methods for preparing such structures. In addition, a novel enolate activation mode of aldehydes is highlighted, which provides an elegant pathway to access enantiopure heterocycles featuring a halogenated quaternary stereocenter through organocatalytic [4+2] cycloaddition.

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