Catalytic Chemo- and Enantioselective Transformations of gem-Diborylalkanes and (Diborylmethyl)metallic Species

Y Lee, S Han, SH Cho - Accounts of Chemical Research, 2021 - ACS Publications
Conspectus Chemo-and stereoselective transformations of polyborylalkanes are powerful
and efficient methods to access optically active molecules with greater complexity and …

α-Boryl organometallic reagents in catalytic asymmetric synthesis

C Zhang, W Hu, JP Morken - ACS catalysis, 2021 - ACS Publications
Recent years have witnessed an increase in the popularity of α-boryl organometallic
reagents as versatile nucleophiles in asymmetric synthesis. These compounds have been …

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 …

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 …

Stereo-and Enantioselective Syntheses of 1, 2-Oxaborinan-3-enes and δ-Boryl-Substituted Homoallylic Alcohols

Z Zhang, M Chen - Organic Letters, 2024 - ACS Publications
Stereo-and enantioselective syntheses of 1, 2-oxaborinan-3-enes and δ-boryl-substituted
homoallylic alcohols are reported. We developed a practical approach to synthesize α-boryl …

Asymmetric addition of allylsilanes to aldehydes: a Cr/photoredox dual catalytic approach complementing the Hosomi–Sakurai reaction

F Schäfers, S Dutta, R Kleinmans… - ACS …, 2022 - ACS Publications
The allylation of aldehydes is a fundamental transformation in synthetic organic chemistry.
Among the multitude of available reagents, allylsilanes especially have been established as …

Diastereo‐ and Enantioselective Synthesis of (E)‐δ‐Boryl‐Substituted anti‐Homoallylic Alcohols in Two Steps from Terminal Alkynes

T Miura, N Oku, M Murakami - … Chemie International Edition, 2019 - Wiley Online Library
We report the highly diastereo‐and enantioselective preparation of (E)‐δ‐boryl‐substituted
anti‐homoallylic alcohols in two steps from terminal alkynes. This method consists of a …