Ketenes and other cumulenes as reactive intermediates

AD Allen, TT Tidwell - Chemical Reviews, 2013 - ACS Publications
Reactive intermediates as recognized chemical entities date back for over a century, and
among the earliest examples were simple free radicals, as identified in 1879, when it was …

Addition and correction to complete field guide to asymmetric BINOL-phosphate derived Brønsted acid and metal catalysis: History and classification by mode of …

D Parmar, E Sugiono, S Raja, M Rueping - Chemical Reviews, 2017 - ACS Publications
Figure 73: The proposed catalyst/substrate interaction shown in Figure 73 corresponds to
the related sulfoxidation catalyzed by chiral phosphoric acid PA 5 (ref 133). Please note that …

Enantioselective synthesis of trisubstituted allenyl–B (pin) compounds by phosphine–Cu-catalyzed 1, 3-enyne hydroboration. insights regarding stereochemical …

Y Huang, J Del Pozo, S Torker… - Journal of the American …, 2018 - ACS Publications
Catalytic enantioselective boron–hydride additions to 1, 3-enynes, which afford allenyl–B
(pin)(pin= pinacolato) products, are disclosed. Transformations are promoted by a readily …

Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1, 6-enynes

P Liu, Y Fukui, P Tian, ZT He, CY Sun… - Journal of the …, 2013 - ACS Publications
The first Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1, 6-
enynes is achieved through a tandem process: selective β-borylation of propargylic ether …

An overview of the applications of chiral phosphoric acid organocatalysts in enantioselective additions to C [double bond, length as m-dash] O and C [double bond …

X del Corte, EM de Marigorta, F Palacios… - Organic Chemistry …, 2022 - pubs.rsc.org
Chiral phosphoric acids (CPAs) have been used as efficient organocatalysts since the first
examples were reported 18 years ago by Akiyama and Terada. Although they were …

Development of α, α-disubstituted crotylboronate reagents and stereoselective crotylation via Brønsted or Lewis acid catalysis

S Gao, M Duan, Q Shao, KN Houk… - Journal of the American …, 2020 - ACS Publications
The development of α, α-disubstituted crotylboronate reagents is reported. Chiral Brønsted
acid-catalyzed asymmetric aldehyde addition with the developed E-crotylboron reagent …

Three-Component Approach to Densely Functionalized Trifluoromethyl Allenols by Asymmetric Organocatalysis

M Deliaval, R Jayarajan, L Eriksson… - Journal of the American …, 2023 - ACS Publications
We have developed a new three-component catalytic coupling reaction of alkynyl boronates,
diazomethanes, and aliphatic/aromatic ketones in the presence of BINOL derivatives. The …

Theoretical study on the acidities of chiral phosphoric acids in dimethyl sulfoxide: hints for organocatalysis

C Yang, XS Xue, JL Jin, X Li… - The Journal of Organic …, 2013 - ACS Publications
The p K a values of 41 chiral phosphoric acid-family catalysts in DMSO were predicted using
the SMD/M06-2x/6-311++ G (2df, 2p)//B3LYP/6-31+ G (d) method for the first time. The study …

Polystyrene-supported TRIP: a highly recyclable catalyst for batch and flow enantioselective allylation of aldehydes

L Clot-Almenara, C Rodríguez-Escrich… - ACS …, 2016 - ACS Publications
The widely applicable TRIP phosphoric acid catalyst has been immobilized on polystyrene
using a copolymerization-based strategy. The resin (PS-TRIP) has proven to be highly active …

Catalytic, enantioselective synthesis of allenyl boronates

DW Gao, Y Xiao, M Liu, Z Liu, MK Karunananda… - ACS …, 2018 - ACS Publications
A method to achieve enantioselective 1, 4-hydroboration of terminal and internal enynes to
access allenyl boronates under CuH catalysis is described. The reaction typically proceeds …