Stereochemical control in organic synthesis using silicon-containing compounds

I Fleming, A Barbero, D Walter - Chemical reviews, 1997 - ACS Publications
We review here the methods by which a silyl group, incorporated into an organic structure,
has been used in organic synthesis to control stereochemistry, or has been an integral but …

[PDF][PDF] Diastereoselection in Lewis-acid-mediated aldol additions

R Mahrwald - Chemical reviews, 1999 - chemistry.msu.edu
The aldol addition is one of the most important methods for stereoselective construction of
carboncarbon bonds. New and powerful variants of these classical reactions have been …

Asymmetric aldol reactions using boron enolates

CJ Cowden, I Paterson - Organic Reactions, 2004 - Wiley Online Library
The directed aldol reaction allows the construction of new carbon–carbon bonds in a regio‐,
diastereo‐, and enantioselective manner. The kinetically controlled, boron‐mediated aldol …

[图书][B] Modern methods in stereoselective aldol reactions

R Mahrwald - 2013 - books.google.com
The selective formation of bondings between molecules is one of the major challenges in
organic chemistry, and the so-called aldol reaction is one of the most important for this …

The exceptional chelating ability of dimethylaluminum chloride and methylaluminum dichloride. The merged stereochemical impact of α-and β-stereocenters in …

DA Evans, BD Allison, MG Yang… - Journal of the American …, 2001 - ACS Publications
A systematic investigation of the stereoselectivity in Lewis acid-promoted (Mukaiyama) aldol
reactions of achiral unsubstituted enolsilanes and chiral β-hydroxy aldehydes proceeding …

Total synthesis of natural products containing enamine or enol ether derivatives

TB Poulsen - Accounts of Chemical Research, 2021 - ACS Publications
Conspectus Enamine and enol ethers are nucleophilic functional groups that are well known
to most chemists. When enamine or enol ethers are present in natural products, they are …

General strategies toward the syntheses of macrolide antibiotics. The total syntheses of 6-deoxyerythronolide B and oleandolide

DA Evans, AS Kim, R Metternich… - Journal of the American …, 1998 - ACS Publications
The asymmetric syntheses of 6-deoxyerythronolide B (1) and oleandolide (2) have been
achieved, each in 18 linear steps. These syntheses demonstrate the utility of chiral β-keto …

Expanding the antibacterial selectivity of polyether ionophore antibiotics through diversity-focused semisynthesis

S Lin, H Liu, EB Svenningsen, M Wollesen… - Nature …, 2021 - nature.com
Polyether ionophores are complex natural products capable of transporting cations across
biological membranes. Many polyether ionophores possess potent antimicrobial activity and …

A New Magnesium-Catalyzed Doubly Diastereoselective anti-Aldol Reaction Leads to a Highly Efficient Process for the Total Synthesis of Lactacystin in Quantity

EJ Corey, W Li, GA Reichard - Journal of the American Chemical …, 1998 - ACS Publications
A new process is described for metal-catalyzed doubly diastereoselective Mukaiyama aldol
coupling of a chiral tertiary α-amino aldehyde and an achiral silyl enol ether to form …

Lithium Hexamethyldisilazide-Mediated Enolizations: Influence of Triethylamine on E/Z Selectivities and Enolate Reactivities

PF Godenschwager, DB Collum - Journal of the American …, 2008 - ACS Publications
Lithium hexamethyldisilazide (LiHMDS) in triethylamine (Et3N)/toluene is shown to enolize
acyclic ketones and esters rapidly and with high E/Z selectivity. Mechanistic studies reveal a …