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 …

Diastereoselective Reactions of chiral allyl and allenyl silanes with activated C: X. pi.-Bonds

CE Masse, JS Panek - Chemical reviews, 1995 - ACS Publications
Chiral allylmetal reagents are becoming increas-ingly important in synthetic organic
chemistry as reagents for acyclic stereocontrol and stereoselective annulation processes. In …

Cycloadditions of allylsilances. Part 10. Stereoselective Construction of Ring Systems by Cycloaddition Reactions of allyltriisopropylsilance

HJ Knölker - Journal für Praktische Chemie/Chemiker‐Zeitung, 1997 - Wiley Online Library
Allyltriisopropylsilane is a useful reagent for the stereoselective construction of various ring
systems by Lewis acid promoted formal cycloaddition reactions. The reaction of …

Catalytic enantioselective carboannulation with allylsilanes

NR Ball‐Jones, JJ Badillo, NT Tran… - Angewandte …, 2014 - Wiley Online Library
The first catalytic asymmetric carboannulation with allylsilanes is presented. The
enantioselective [3+ 2] annulation is catalyzed using a scandium (III)/indapybox complex …

Enantioselective synthesis of the protein phosphatase inhibitor (−)-motuporin

T Hu, JS Panek - Journal of the American Chemical Society, 2002 - ACS Publications
A highly convergent asymmetric synthesis of the protein phosphatase inhibitor motuporin 1a
is described. Synthesis and coupling of the individual peptide fragments [34+ 35→ 51] …

Enantioselective Total Synthesis of Wieland‐Gumlich Aldehyde and (−)‐Strychnine

D Solé, J Bonjoch, S García‐Rubio… - … A European Journal, 2000 - Wiley Online Library
Abstract A total synthesis of (−)‐strychnine in 15 steps from 1, 3‐cyclohexanedione in 0.15%
overall yield is described. The sequence followed in the assembling of rings is: E→ AE [2‐(2 …

Accurate determinations of the extent to which the SE 2′ reactions of allyl-, allenyl-and propargylsilanes are stereospecifically anti

MJC Buckle, I Fleming, S Gil, KLC Pang - Organic & Biomolecular …, 2004 - pubs.rsc.org
The allylsilanes,(R)-E-and (R)-Z-4-trimethylsilylpent-2-ene 16, were prepared in essentially
an enantiomerically and geometrically pure state (er> 99.95: 0.05, E: Z and Z: E> 99.95 …

Organocatalytic Strategies for the Synthesis of Cyclopenta‐Fused Arenes and Heteroarenes

B Satpathi, A Mondal… - Chemistry–An Asian …, 2018 - Wiley Online Library
Cyclopentanoids are omnipresent in natural products and pharmaceutically relevant
compounds. Among them, cyclopenta‐fused arenes and heteroarenes possess impressive …

Triflimide-catalyzed allylsilane annulations of benzylic alcohols for the divergent synthesis of indanes and tetralins

JCT Reddel, W Wang, K Koukounas, RJ Thomson - Chemical Science, 2017 - pubs.rsc.org
The development of a triflimide-catalyzed annulation of benzylic alcohols with allylsilanes for
the synthesis of indane or tetralin structures is reported. In this fragment coupling reaction …

[4 + 2]-Cycloaddition and 1,4-Addition of ortho-Quinone Methides by a Chiral Crotyl Silane

CR Wong, G Hummel, Y Cai, SE Schaus… - Organic letters, 2018 - ACS Publications
Anhydrous FeCl3 in the presence of 2, 6-lutidine promotes the substrate-controlled
enantioselective [4+ 2]-cycloaddition and crotylation reaction between an enantioenriched …