https://chemistry.mdma.ch/hiveboard/rhodium/pdf/archive/merbst/quinoline1999.pdf

Quinoline, quinazoline and acridone alkaloids

Asymmetric 1,3-Dipolar Cycloaddition Reactions

The Diels-Alder reaction has both enabled and shaped the art and science of total synthesis over the last few decades to an extent which, arguably, has yet to be eclipsed by any other transformation in the current synthetic repertoire. With myriad applications of this magnificent pericyclic reaction, often as a crucial element in elegant and programmed cascade sequences facilitating complex molecule construction, the Diels-Alder cycloaddition has afforded numerous and unparalleled solutions to a diverse range of synthetic puzzles provided by nature in the form of natural products. In celebration of the 100th anniversary of Alder's birth, selected examples of the awesome power of the reaction he helped to discover are discussed in this review in the context of total synthesis to illustrate its overall versatility and underscore its vast potential which has yet to be fully realized.

https://www.ch.ic.ac.uk/local/organic/pericyclic/DA.pdf

The Diels--Alder reaction in total synthesis.

Introduction Cationic domino reactions Anionic domino reactions Radical domino reactions Pericyclic domino reactions Photochemically induced domino processes Transition metal catalysis Domino reactions initiated by oxidation or reduction Enzymes in domino reactions Multicomponent reactions Special techniques in domino reactions

Domino Reactions in Organic Synthesis

Asymmetric fluorination, trifluoromethylation, and perfluoroalkylation reactions.

A tandem Katsuli-Sharpless asymmetric epoxidation and enantiospecific ring expansion of 2-alkyl(or 2-aryl)-2-cyclopropylideneethanols (1a-i) afforded chiral 1-alkyl(or 1-aryl)-1-(hydroxymethyl)cyclobutanones (3a-i) in high yields and high enantiomeric excess. These compounds are potentially valuable synthons for the enantioselective creation of the quaternary carbons. Hence, this enabled us to accomplish a concise and enantioselective total synthesis of both (+)- and (-)-α-cuparenones

A concise and enantioselective approach to cyclobutanones by tandem asymmetric epoxidation and enantiospecific ring expansion of cyclopropylidene alcohols. An enantiocontrolled synthesis of (+)-and (-)-α-cuparenones

Second generation of steroid synthesis via o-quinodimethane

Total syntheses of (±)-physovenine and (±)-physostigmine. An application of tandem electrocyclic-[3,3]sigmatropic reaction of benzocyclobutenes

Das aus der Cyanpropionsaure (I) erhaltliche Benzocyclobuten (II) reagiert mit dem Jodid (III) (mittels ublicher Methoden aus α-Methylacetessigsauremethylester erhaltlich) zu dem Kondensationsprodukt (IV), das bei Thermolyse regiospezifisch und stereoselektiv in das Octalin (V) ubergeht.

Studies on the syntheses of heterocyclic compounds. 675. A facile regiospecific and stereocontrolled synthesis of a diterpene alkaloid intermediate from benzocyclobutenes

Keiichiro Fukumoto

Papers

A concise and enantioselective approach to cyclobutanones by tandem asymmetric epoxidation and enantiospecific ring expansion of cyclopropylidene alcohols. An enantiocontrolled synthesis of (+)-and (-)-α-cuparenones

Second generation of steroid synthesis via o-quinodimethane

Total syntheses of (±)-physovenine and (±)-physostigmine. An application of tandem electrocyclic-[3,3]sigmatropic reaction of benzocyclobutenes

Studies on the syntheses of heterocyclic compounds. 675. A facile regiospecific and stereocontrolled synthesis of a diterpene alkaloid intermediate from benzocyclobutenes

Stereoselective Transformation of Enantiopure Cyclohexenol into cis-Hydrindan. An Enantioselective Formal Total Synthetic Route to (+)-Pumiliotoxin C