Enantioselective formation of quaternary centers by allylic alkylation with first-row transition-metal catalysts

L Susse, BM Stoltz - Chemical reviews, 2021 - ACS Publications
Asymmetric allylic alkylation mediated by transition metals provides an efficient strategy to
form quaternary stereogenic centers. While this transformation is dominated by the use of …

Opportunities for tapping into three-dimensional chemical space through a quaternary carbon

TT Talele - Journal of Medicinal Chemistry, 2020 - ACS Publications
A quaternary carbon bears four other carbon substituents or combination of four non-
hydrogen substituents at four vertices of a tetrahedron. The spirocyclic quaternary carbon …

Intermolecular metal-catalyzed reductive coupling of dienes, allenes, and enynes with carbonyl compounds and imines

M Holmes, LA Schwartz, MJ Krische - Chemical reviews, 2018 - ACS Publications
Metal-catalyzed reductive coupling has emerged as an alternative to the use of
stoichiometric organometallic reagents in an increasingly diverse range of carbonyl and …

[HTML][HTML] Nickel-catalyzed formation of quaternary carbon centers using tertiary alkyl electrophiles

W Xue, X Jia, X Wang, X Tao, Z Yin… - Chemical Society Reviews, 2021 - pubs.rsc.org
Transformation of sterically hindered tertiary alkyl electrophiles under nickel-catalyzed
conditions to forge C (sp3)–C bonds and simultaneously create challenging all-carbon …

[HTML][HTML] Asymmetric, visible light-mediated radical sulfinyl-Smiles rearrangement to access all-carbon quaternary stereocentres

C Hervieu, MS Kirillova, T Suárez, M Müller… - Nature Chemistry, 2021 - nature.com
The asymmetric construction of all-carbon quaternary centres within acyclic settings
represents a long-standing challenge for synthetic chemists. Alongside polar and radical …

Catalytic enantioselective alkylation of prochiral enolates

TB Wright, PA Evans - Chemical Reviews, 2021 - ACS Publications
The asymmetric alkylation of enolates is a particularly versatile method for the construction
of α-stereogenic carbonyl motifs, which are ubiquitous in synthetic chemistry. Over the past …

Creating stereocenters within acyclic systems by C–C bond cleavage of cyclopropanes

Y Cohen, A Cohen, I Marek - Chemical Reviews, 2020 - ACS Publications
Recent developments in the stereoselective synthesis of polysubstituted cyclopropanes
nowadays allow chemists to easily access these strained rings with high diastereo-and …

Zinc‐Catalyzed Enantioselective Formal (3+ 2) Cycloadditions of Bicyclobutanes with Imines: Catalytic Asymmetric Synthesis of Azabicyclo [2.1. 1] hexanes

F Wu, WB Wu, Y Xiao, Z Li, L Tang… - Angewandte Chemie …, 2024 - Wiley Online Library
The cycloaddition reaction involving bicyclo [1.1. 0] butanes (BCBs) offers a versatile and
efficient synthetic platform for producing C (sp3)‐rich rigid bridged ring scaffolds, which act …

Cu-Catalyzed Asymmetric Dicarboxylation of 1,3-Dienes with CO2

YY Gui, XW Chen, XY Mo, JP Yue, R Yuan… - Journal of the …, 2024 - ACS Publications
Dicarboxylic acids and derivatives are important building blocks in organic synthesis,
biochemistry, and the polymer industry. Although catalytic dicarboxylation with CO2 …

[HTML][HTML] Quaternary stereocentres via an enantioconvergent catalytic SN1 reaction

AE Wendlandt, P Vangal, EN Jacobsen - Nature, 2018 - nature.com
The unimolecular nucleophilic substitution (SN1) mechanism features prominently in every
introductory organic chemistry course. In principle, stepwise displacement of a leaving group …