Deciphering the chameleonic chemistry of allenols: breaking the taboo of a onetime esoteric functionality

JM Alonso, P Almendros - Chemical Reviews, 2021 - ACS Publications
The allene functionality has participated in one of the most exciting voyages in organic
chemistry, from chemical curiosities to a recurring building block in modern organic …

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 …

Asymmetric Syntheses of (Z)- or (E)-β,γ-Unsaturated Ketones via Silane-Controlled Enantiodivergent Catalysis

J Liu, S Gao, E Miliordos, M Chen - Journal of the American …, 2023 - ACS Publications
Cu-catalyzed highly stereoselective and enantiodivergent syntheses of (Z)-or (E)-β, γ-
unsaturated ketones from 1, 3-butadienyl silanes are developed. The nature of the silyl …

Copper‐Catalyzed Asymmetric Acylboration of 1, 3‐Butadienylboronate with Acyl Fluorides

S Gao, J Liu, D Troya, M Chen - Angewandte Chemie, 2023 - Wiley Online Library
We report herein a Cu‐catalyzed regio‐, diastereo‐and enantioselective acylboration of 1, 3‐
butadienylboronate with acyl fluorides. Under the developed conditions, the reactions …

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 …

A Telescoped Continuous Flow Enantioselective Process for Accessing Intermediates of 1-Aryl-1, 3-diols as Chiral Building Blocks

A Maestro, BS Nagy, SB Ötvös… - The Journal of Organic …, 2023 - ACS Publications
A telescoped continuous flow process is reported for the enantioselective synthesis of chiral
precursors of 1-aryl-1, 3-diols, intermediates in the synthesis of ezetimibe, dapoxetine …

Stereochemical control via chirality pairing: stereodivergent syntheses of enantioenriched homoallylic alcohols

S Gao, M Duan, J Liu, P Yu, KN Houk… - Angewandte …, 2021 - Wiley Online Library
We report herein the development of stereodivergent syntheses of enantioenriched
homoallylic alcohols using chiral nonracemic α‐CH2Bpin‐substituted crotylboronate. Chiral …

Unusual Enantiodivergence in Chiral Brønsted Acid‐Catalyzed Asymmetric Allylation with β‐Alkenyl Allylic Boronates

S Gao, M Duan, LR Andreola, P Yu… - Angewandte Chemie …, 2022 - Wiley Online Library
We report herein a rare example of enantiodivergent aldehyde addition with β‐alkenyl allylic
boronates via chiral Brønsted acid catalysis. 2, 6‐Di‐9‐anthracenyl‐substituted chiral …

Chiral Phosphoric Acid Dual‐Function Catalysis: Asymmetric Allylation with α‐Vinyl Allylboron Reagents

S Gao, M Duan, KN Houk… - Angewandte Chemie …, 2020 - Wiley Online Library
We report a dual function asymmetric catalysis by a chiral phosphoric acid catalyst that
controls both enantioselective addition of an achiral α‐vinyl allylboronate to aldehydes and …