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Cycloaddition/Rearrangement Cascade (rearrangement + cascade)

Distribution by Scientific Domains
Chemistry100%

Selected Abstracts

A New Strategy Toward Indole Alkaloids Involving an Intramolecular Cycloaddition/Rearrangement Cascade.

CHEMINFORM, Issue 39 2004
Albert Padwa
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

A Versatile Aminobenzannulation Method Based on the Deprotonation of 2-(1-Alkynyl)benzaldimines and Similar 2-Aza-2,4-heptadienyl-6-ynes: A Multistep Rearrangement Cascade.

CHEMINFORM, Issue 5 2005
Pramod Sagar
Abstract For Abstract see ChemInform Abstract in Full Text. [source]

Enzymatic Formation of Multiple Triterpenes by Mutation of Tyrosine 510 of the Oxidosqualene-Lanosterol Cyclase from Saccharomyces cerevisiae

CHEMBIOCHEM, Issue 12 2004
Tung-Kung Wu Prof. Dr.
The simultaneous formation of monocyclic and differentially deprotonated triterpenes by mutation of Tyr510 of the oxidosqualene-lanosterol cyclase (ERG7) from Saccharomyces cerevisiae is reported (see scheme). Possible dual functions of this residue involved in the cyclization and deprotonation steps of the oxidosqualene cyclization/rearrangement cascade are discussed. [source]

Biocatalytic Asymmetric Rearrangement of a Methylene-Interrupted Bis-epoxide: Simultaneous Control of Four Asymmetric Centers Through a Biomimetic Reaction Cascade

CHEMISTRY - A EUROPEAN JOURNAL, Issue 14 2004
Silvia M. Glueck
Abstract Asymmetric enzyme-catalyzed hydrolysis of methylene-interrupted bis-epoxides 1,a and 1,b catalyzed by bacterial epoxide hydrolases furnished tetrahydrofuran derivatives 2,a and 2,b through a hydrolysis,rearrangement cascade. Whereas racemic bis-oxiranes 1,b,d underwent kinetic resolution with moderate stereoselectivities to yield products with up to 92,% ee and 66,% de: meso -bis-oxirane cis,cis- 1,a was transformed into (6R,7R,9S,10S)- 2,a in 94,% ee and 89,% de at high conversion (85,%) by Rhodococcus sp. CBS 717.73 as the major product. The reaction sequence resembles a biomimetic reaction cascade and provides an efficient entry into the structural core of annonaceous acetogenins with simultaneous control of four stereocenters. [source]