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Home > Product > Material & Chemicals > Polymer/Macromolecule > 5-Norbornene-2-carboxaldehyde

5-Norbornene-2-carboxaldehyde | CAS Number: 5453-80-5

Catalog Number
ACM5453805
Product Name
5-Norbornene-2-carboxaldehyde
Structure
CAS Number
5453-80-5
Synonyms
2-Formyl-5-norbornene;5-Formylbicyclo-2-heptene;5-Formylbicyclohept-2-ene;5-Norbornane-2-carboxaldehyde;5-norbornene-2-carboxaldehyde,mixtureofendoandexo;Bicyclo[2.2.1]hept-5-en-2-aldehyde;TIMTEC-BB SBB005755;5-NORBORNENE-2-CARBALDEHYDE
Molecular Weight
122.16
Molecular Formula
C8H10O
Purity
98%
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1Asymmetric desymmetrization based on an intramolecular haloetherification: a highly effective and recyclable chiral nonracemic auxiliary, 2-exo-methyl-3-endo-phenyl-5-norbornene-2-carboxaldehyde, for meso-1,3- and meso-1,4-diols.

Fujioka H1, Fujita T, Kotoku N, Ohba Y, Nagatomi Y, Hiramatsu A, Kita Y.

Chemistry. 2004 Oct 25;10(21):5386-97.

A new chiral auxiliary, a 3-endo-phenyl norbornene aldehyde derivative, which is a crystalline, very stable, and easily handled, was developed for the desymmetrization of meso-1,3- and meso-1,4-diols. The key step of the method, an intramolecular bromoetherification, proceeded in a highly diastereoselective manner. A four-step sequence, 1) acetalization, 2) intramolecular bromoetherification followed by acid hydrolysis, 3) protection of the alcohol, and 4) retrobromoetherification, transformed the meso-diols into optically active derivatives. Read More

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