Synthesis and properties of allenic natural products and pharmaceuticals

A Hoffmann‐Röder, N Krause - … Chemie International Edition, 2004 - Wiley Online Library
Nowadays, about 150 natural products comprising an allenic or cumulenic structure are
known. The chemistry of these compounds has turned out to be a very attractive and prolific …

Conquering three-carbon axial chirality of allenes

J Ye, S Ma - Organic Chemistry Frontiers, 2014 - pubs.rsc.org
While one-carbon central chirality of organic molecules has been recognized and
extensively studied for more than a century, far less attention has been paid to three-carbon …

How easy are the syntheses of allenes?

S Yu, S Ma - Chemical communications, 2011 - pubs.rsc.org
Allenes have proven themselves to be valuable building blocks toward complex molecular
targets, revealing novel applications in natural product synthesis, pharmaceutical chemistry …

Carbodefluorination of fluoroalkyl ketones via a carbene-initiated rearrangement strategy

L Li, X Zhang, Y Ning, X Zhang, B Liu, Z Zhang… - Nature …, 2022 - nature.com
The C–F bond cleavage and C–C bond formation (ie, carbodefluorination) of readily
accessible (per) fluoroalkyl groups constitutes an atom-economical and efficient route to …

Highly Selective Mild Stepwise Allylation of N-Methoxybenzamides with Allenes

R Zeng, C Fu, S Ma - Journal of the American Chemical Society, 2012 - ACS Publications
An efficient Rh (III)-catalyzed stepwise ortho allylation of N-methoxybenzamides 1 with
polysubstituted allenes is reported. This C–H functionalization involving allenes is …

Manganese (I)‐Catalyzed Regioselective C− H Allenylation: Direct Access to 2‐Allenylindoles

Q Lu, S Greßies, FJR Klauck… - Angewandte Chemie …, 2017 - Wiley Online Library
A MnI‐catalyzed regioselective C− H allenylation is reported that allows a broad range of 2‐
allenylindoles to be synthesized regioselectively on a gram scale under simple conditions …

Cobalt‐Catalyzed sp2‐C−H Activation: Intermolecular Heterocyclization with Allenes at Room Temperature

N Thrimurtulu, A Dey, D Maiti… - Angewandte Chemie, 2016 - Wiley Online Library
The reactivity of allenes in transition‐metal‐catalyzed C− H activation chemistry is governed
by the formation of either alkenyl–metal (M–alkenyl) or metal–π‐allyl intermediates …

Nickel-catalyzed asymmetric propargylation for the synthesis of axially chiral 1, 3-disubstituted allenes

X Xu, M Wang, L Peng, C Guo - Journal of the American Chemical …, 2022 - ACS Publications
The general enantioselective catalytic synthesis of axially chiral 1, 3-disubstituted allenes
from readily available racemic propargylic alcohol derivatives remains a long-standing …

Copper hydride catalyzed enantioselective synthesis of axially chiral 1, 3-disubstituted allenes

L Bayeh-Romero, SL Buchwald - Journal of the American …, 2019 - ACS Publications
The general enantioselective synthesis of axially chiral disubstituted allenes from prochiral
starting materials remains a long-standing challenge in organic synthesis. Here, we report …

Enantioselective synthesis of chiral allenoates by guanidine-catalyzed isomerization of 3-alkynoates

H Liu, D Leow, KW Huang, CH Tan - Journal of the American …, 2009 - ACS Publications
We report that chiral bicyclic guanidine 1 is found to catalyze the isomerization of alkynes to
chiral allenes with high enantioselectivities. This Brønsted base catalyzed 1, 3-proton shift …