Catalytic Asymmetric Diarylphosphine Addition to α-Diazoesters for the Synthesis of P-Stereogenic Phosphinates via P*—N Bond Formation

2020 ◽  
Vol 85 (22) ◽  
pp. 14763-14771
Author(s):  
László B. Balázs ◽  
Yinhua Huang ◽  
Jasmina B. Khalikuzzaman ◽  
Yongxin Li ◽  
Sumod A. Pullarkat ◽  
...  
Keyword(s):  
Bond Formation ◽  
Catalytic Asymmetric

Recent Advances in C–Br Bond Formation

Synlett ◽  
2021 ◽  
Author(s):  
Ying-Yeung Yeung ◽  
Jonathan Wong
Keyword(s):  
Organic Synthesis ◽  
Aromatic Compounds ◽  
Bond Formation ◽  
Cross Coupling ◽  
Catalytic Site ◽  
Atom Transfer ◽  
Bond Forming ◽  
Recent Advances ◽  
Catalytic Asymmetric ◽  
Site Selective

AbstractOrganobromine compounds are extremely useful in organic synthesis. In this perspective, a focused discussion on some recent advancements in C–Br bond-forming reactions is presented.1 Introduction2 Selected Recent Advances2.1 Catalytic Asymmetric Bromopolycyclization of Olefinic Substrates2.2 Catalytic Asymmetric Intermolecular Bromination2.3 Some New Catalysts and Reagents for Bromination2.4 Catalytic Site-Selective Bromination of Aromatic Compounds2.5 sp3 C–H Bromination via Atom Transfer/Cross-Coupling3 Outlook

scholarly journals Catalytic asymmetric carbon–carbon bond formation using alkenes as alkylmetal equivalents

2012 ◽  
Vol 4 (8) ◽  
pp. 649-654 ◽  
Author(s):  
Rebecca M. Maksymowicz ◽  
Philippe M. C. Roth ◽  
Stephen P. Fletcher
Keyword(s):  
Bond Formation ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Catalytic Asymmetric ◽  
Asymmetric Carbon

scholarly journals Catalytic Asymmetric CN Bond Formation: Phosphine-Catalyzed Intra- and Intermolecular γ-Addition of Nitrogen Nucleophiles to Allenoates and Alkynoates

2013 ◽  
Vol 52 (9) ◽  
pp. 2525-2528 ◽  
Author(s):  
Rylan J. Lundgren ◽  
Ashraf Wilsily ◽  
Nicolas Marion ◽  
Cong Ma ◽  
Ying Kit Chung ◽  
...  
Keyword(s):  
Bond Formation ◽  
Catalytic Asymmetric ◽  
Nitrogen Nucleophiles

Catalytic asymmetric addition reactions leading to carbon-carbon bond formation: Phenyl and alkenyl transfer to aldehydes and alkynylation of α-imino esters

2006 ◽  
Vol 78 (2) ◽  
pp. 267-274 ◽  
Author(s):  
Jian-Xin Ji ◽  
Jing Wu ◽  
Lijin Xu ◽  
Chiu-Wing Yip ◽  
Kim Hung Lam ◽  
...  
Keyword(s):  
Bond Formation ◽  
Optically Active ◽  
Amino Acid Derivatives ◽  
Addition Reactions ◽  
Terminal Alkynes ◽  
Reaction Conditions ◽  
Carbon Carbon Bond ◽  
Catalytic Asymmetric ◽  
High Yields ◽  
Imino Esters

Optically active tertiary aminonaphthol ligands were obtained by a new, convenient procedure and were found to catalyze the enantioselective alkenyl and phenyl transfer to aldehydes in high yields and excellent enantiomeric excesses (ee's). The catalytic asymmetric introduction of alkynyl functionality to α-amino acid derivatives was realized by the direct addition of terminal alkynes to α-imino ester in the presence of chiral copper(I) complex under mild reaction conditions.

scholarly journals Pentanidium-Catalyzed Direct Assembly of Vicinal All-Carbon Quaternary Stereocenters through C(sp3)-C(sp3) Bond Formation

2021 ◽  
Author(s):  
Choon-Hong Tan ◽  
Xu Ban ◽  
Yifan Fan ◽  
Tuan-Khoa Kha ◽  
Richmond Lee ◽  
...  
Keyword(s):  
Bond Formation ◽  
Direct Assembly ◽  
Tertiary Carbon ◽  
Asymmetric Coupling ◽  
Catalytic Asymmetric ◽  
Quaternary Stereocenters ◽  
Straightforward Approach

Abstract The stereoselective construction of vicinal all-carbon quaternary stereocenters has long been a formidable synthetic challenge. Direct asymmetric coupling of a tertiary carbon nucleophile with a tertiary carbon electrophile is the most straightforward approach but it is sterically and energetically disfavored. Herein, we described a catalytic asymmetric substitution, where racemic tertiary bromides directly couple with racemic secondary or tertiary carbanion, creating a series of congested carbon (sp3)-carbon(sp3) bonds, including isolated all-carbon quaternary stereocenters, vicinal tertiary/all-carbon quaternary stereocenters and vicinal all-carbon quaternary stereocenters. This double stereoconvergent process, using pentanidium as catalyst, affords substituted products in good enantioselectivities and diastereoselectivities.

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