Copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted enones. Construction of all-carbon quaternary chiral centers

D Martin, S Kehrli, M d'Augustin, H Clavier… - Journal of the …, 2006 - ACS Publications
The copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted
cyclic enones affords enantioenriched all-carbon quaternary centers with up to 96% ee. The …

Copper‐Catalyzed Asymmetric Conjugate Addition of Trialkylaluminium Reagents to Trisubstituted Enones: Construction of Chiral Quaternary Centers

M Vuagnoux‐d'Augustin… - Chemistry–A European …, 2007 - Wiley Online Library
Abstract Me3Al, Et3Al, and vinylalane species undergo enantioselective conjugate addition
to a wide range of 2‐or 3‐substituted enones (cyclopent‐2‐enones, cyclohex‐2‐enones, 3 …

Recent developments in the chemistry of sandalwood odorants

C Brocke, M Eh, A Finke - Chemistry & Biodiversity, 2008 - Wiley Online Library
Natural sandalwood oil, a unique and valuable ingredient in fine perfumery, has been the
focus of scientific interest for many years. Due to its scarcity and its high price, the search for …

Robinson Annulation Applied to the Total Synthesis of Natural Products

MM Heravi, B Alipour, V Zadsirjan… - Asian Journal of …, 2023 - Wiley Online Library
The Robinson annulation is a significant reaction for the synthesis of α, β‐unsaturated
ketone ring including the generation of two C− C bonds. It involves a Michael addition of a …

Demonstration of a Multikilogram-Scale Birch Reduction and Evaluation of Alternative Synthetic Routes to a Ketalized Cyclohexene Derivative

AE Goetz, J Arcari, SW Bagley, R Hicklin… - … Process Research & …, 2023 - ACS Publications
We report the successful manufacture of several> 50 kg batches of a key intermediate via a
Birch reduction that utilized liquified ammonia as well as lithium metal. With an eye toward …

Total Synthesis of (±)‐Alopecuridine and Its Biomimetic Transformation into (±)‐Sieboldine A

XM Zhang, YQ Tu, FM Zhang, H Shao… - Angewandte Chemie …, 2011 - infona.pl
The features you need: The first total synthesis of lycopodium alkaloid alopecuridine has
been achieved in 13 steps in the longest linear sequence, and its biomimetic conversion into …

A Palladium-Catalyzed Ullmann Cross-Coupling/Reductive Cyclization Route to the Carbazole Natural Products 3-Methyl-9H-carbazole, Glycoborine, Glycozoline …

Q Yan, E Gin, M Wasinska-Kalwa… - The Journal of …, 2017 - ACS Publications
The title natural products 2–7 have been prepared by reductive cyclization of the relevant 2-
arylcyclohex-2-en-1-one (eg 20) to the corresponding tetrahydrocarbazole and …

Palladium-catalyzed synthesis of 1, 2-dihydro-4 (3H)-carbazolones. Formal total synthesis of murrayaquinone A

TL Scott, BCG Söderberg - Tetrahedron, 2003 - Elsevier
Two sequential palladium-catalyzed reactions are the key steps in a novel synthetic route to
1, 2-dihydro-4 (3H)-carbazolones. The steps are an intermolecular Stille cross-coupling …

Metal-free direct amination/aromatization of 2-cyclohexenones to iodo-N-arylanilines and N-arylanilines promoted by iodine

MT Barros, SS Dey, CD Maycock… - Chemical …, 2012 - pubs.rsc.org
An iodine mediated aromatization leading to a one-pot synthesis of iodo-N-arylanilines and
N-arylanilines is reported. This highly regioselective aliphatic–aromatic transformation can …

Highly Enantioselective Copper–Phosphoramidite Catalyzed Kinetic Resolution of Chiral 2‐Cyclohexenones

R Naasz, LA Arnold, AJ Minnaard… - Angewandte …, 2001 - Wiley Online Library
Chiral 2-cyclohexenones are attractive building blocks for the synthesis of a variety of
natural products. A limited number of naturally occurring optically active cyclohexenones …