Pericyclic domino reactions: concise approaches to natural carbocyclic frameworks

Poulin, Jason; Grisé-Bard, Christiane M.; Barriault, Louis

doi:10.1039/b819798a

Cited by 126 publications

(37 citation statements)

References 35 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Cycloadditions, powerful multi-bond forming processes in themselves, have been put to extremely good use in polycyclisation reactions. [65] Nicolaou et al's application of the Black biosynthetic hypothesis [66] in the synthesis of endiandric acids, using a hydrogenation/double-electrocyclisation/Diels-Alder sequence, is a classic. [67] Wender and Howbert's metaphotocycloaddition route to hirsutene, [68] the more recent syntheses of hirsutellone B by Nicolaou et al [69] and Sorensen and coworkers, [70] the double Diels-Alder approaches to FR182877 by Sorenson and coworkers, [71] Evans and Starr, [72] and most recently Nakada and coworkers, [73] and Denmark et al's [4þ2]/[3þ2] domino approach towards daphnilactone B are also outstanding examples.…”

Section: One-component Domino Reactionsmentioning

confidence: 99%

Multi-Bond Forming Processes in Efficient Synthesis

Green¹,

Sherburn²

2013

Aust. J. Chem.

View full text Add to dashboard Cite

An increasing number of synthetic organic chemists are embracing the philosophy of efficiency. Herein we highlight multi-bond forming processes, which form two or more new covalent bonds in a single synthetic operation. Such processes, which have the ability to rapidly increase structural complexity, are preeminent in contemporary synthetic organic chemistry. In this short review we classify, analyse, and contrast contemporary multi-bond forming processes, frame these cutting edge contributions within a historical context, and speculate on likely future developments in the area.

show abstract

Section: One-component Domino Reactionsmentioning

confidence: 99%

Multi-Bond Forming Processes in Efficient Synthesis

Green¹,

Sherburn²

2013

Aust. J. Chem.

View full text Add to dashboard Cite

show abstract

“…Rev., 2009, o grupo de Barriault apresentou uma revisão sobre reações pericíclicas em dominó na síntese de compostos carbocíclicos. 62 Neste mesmo número especial, o grupo de Nicolaou traz de novo a sua visão sobre as reações em cascata. 63 Em princípio, as reações dominó envolvem a formação do dieno ou a liberação do dienófilo durante uma sequência, e normalmente seria a última reação já que o cicloexeno formado não é propício a efetuar mais reações químicas.…”

Section: Reações De Diels-alder Em Dominóunclassified

A reação de Diels-Alder no início do século vinte um

Brocksom¹,

Donatoni²,

Uliana³

et al. 2010

Quím. Nova

View full text Add to dashboard Cite

“…[36][37][38][39] Enzymes, chiral metal complexes and organocatalysts, either as single catalysts or their various combinations with achiral or a second chiral catalyst, have been used in these reactions, allowing the preparation of complex organic molecules such as natural products and other bioactive compounds by significantly simplified procedures. [57][58][59] Although extraordinary complexity may be easily achieved in these reactions, the recovery of the expensive chiral catalysts remain a major task. Accordingly, asymmetric catalytic one-pot reactions using recyclable heterogeneous catalysts have also been investigated.…”

Section: Introductionmentioning

confidence: 99%

Asymmetric one-pot reactions using heterogeneous chemical catalysis: recent steps towards sustainable processes

Szőllősi

2018

Catal. Sci. Technol.

View full text Add to dashboard Cite

The preparation of optically pure fine chemicals is among the most important and challenging tasks met by organic chemists. Recently, significant efforts have been focused on the development of green and sustainable procedures for the synthesis of these high value-added compounds. Asymmetric heterogeneous catalysis has provided efficient solutions to these challenges. The application of heterogeneous chiral catalysts in one-pot processes combines the advantages of use of these materials with time, material, and energy savings associated with cascade or sequential procedures. This review surveys these asymmetric onepot reactions reported until July 2017, in which a heterogeneous chemical catalyst has been applied either as a single multifunctional catalyst or in combination with a second catalytically active material. These processes include one-pot procedures catalysed by carefully designed solids obtained by the immobilization of chiral metal complexes, by anchoring chiral organocatalysts, or by modifying catalytic surfaces with optically pure compounds, which may also incorporate uncatalyzed and homogeneously catalysed steps. Methods applying achiral heterogeneous catalysts in combination with soluble chiral chemical catalysts or biocatalysts are also presented. Sophisticated, finely tuned materials have been applied in most of these reactions, which have been discussed along with the main requirements necessary to perform these transformations in a one-pot manner.

show abstract

Pericyclic domino reactions: concise approaches to natural carbocyclic frameworks

Cited by 126 publications

References 35 publications

Multi-Bond Forming Processes in Efficient Synthesis

Multi-Bond Forming Processes in Efficient Synthesis

A reação de Diels-Alder no início do século vinte um

Asymmetric one-pot reactions using heterogeneous chemical catalysis: recent steps towards sustainable processes

Contact Info

Product

Resources

About