Allenes in catalytic asymmetric synthesis and natural product syntheses

S Yu, S Ma - Angewandte Chemie International Edition, 2012 - Wiley Online Library
Allenes are the simplest class of cumulenes, with two contiguous C C bonds, and show
unique physical and chemical properties. These features make allenes particularly attractive …

Navigating the chiral pool in the total synthesis of complex terpene natural products

ZG Brill, ML Condakes, CP Ting, TJ Maimone - Chemical reviews, 2017 - ACS Publications
The pool of abundant chiral terpene building blocks (ie,“chiral pool terpenes”) has long
served as a starting point for the chemical synthesis of complex natural products, including …

Some typical advances in the synthetic applications of allenes

S Ma - Chemical reviews, 2005 - ACS Publications
Allenes are a class of unique compounds with two π-orbitals perpendicular to each other.
The first synthesis can be traced back to 1887. 1 They also exist in many natural products …

Methods utilizing first-row transition metals in natural product total synthesis

JE Zweig, DE Kim, TR Newhouse - Chemical Reviews, 2017 - ACS Publications
First-row transition-metal-mediated reactions constitute an important and growing area of
research due to the low cost, low toxicity, and exceptional synthetic versatility of these …

14-step synthesis of (+)-ingenol from (+)-3-carene

L Jørgensen, SJ McKerrall, CA Kuttruff, F Ungeheuer… - Science, 2013 - science.org
Ingenol is a diterpenoid with unique architecture and has derivatives possessing important
anticancer activity, including the recently Food and Drug Administration–approved Picato, a …

Pharmaceuticals that contain polycyclic hydrocarbon scaffolds

TP Stockdale, CM Williams - Chemical Society Reviews, 2015 - pubs.rsc.org
Numerous variations on structural motifs exist within pharmaceutical compounds that have
entered the clinic. These variations have amounted over many decades based on years of …

The Pauson–Khand reaction, a powerful synthetic tool for the synthesis of complex molecules

J Blanco-Urgoiti, L Añorbe, L Pérez-Serrano… - Chemical Society …, 2004 - pubs.rsc.org
There are still some synthetic chemists who hesitate to use metal-mediated or-catalysed
reactions. The Pauson–Khand reaction (PKR) is a powerful transformation that has now …

Synthesis of Bridged Five-Membered Ring Systems by Type II [3+ 2] Annulation of Allenylsilane-ene

LZ Li, YR Huang, ZX Xu, HS He, HW Ran… - Journal of the …, 2024 - ACS Publications
The first type II intramolecular [3+ 2] annulation of allenylsilane-ene has been achieved,
enabling diastereoselective and efficient construction of synthetically challenging bridged …

The Pauson–Khand reaction: the catalytic age is here!

SE Gibson, A Stevenazzi - Angewandte Chemie International …, 2003 - Wiley Online Library
As a consequence of growing environmental awareness, it is now inappropriate to design a
synthetic metal‐mediated transformation that involves a noncatalytic use of toxic and …

Recent Advances in the Catalytic Pauson–Khand‐Type Reaction

T Shibata - Advanced Synthesis & Catalysis, 2006 - Wiley Online Library
Abstract The Pauson–Khand‐type reaction is formally a [2+ 2+ 1] cycloaddition involving an
alkyne, an alkene and carbon monoxide catalyzed or mediated by transition metal …