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903191

Sigma-Aldrich

Benzyl 4-oxo-5-(triethylsilyl)-3,4-dihydropyridine-1(2H)-carboxylate

Synonym(s):

Garg silyl triflate precursor

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About This Item

Empirical Formula (Hill Notation):
C19H27NO3Si
CAS Number:
2242532-79-0
Molecular Weight:
345.51
UNSPSC Code:
12352005

form

liquid

refractive index

n/D 1.548

density

1.079 g/mL

functional group

ketone
phenyl

storage temp.

−20°C

Application

Benzyl 4-oxo-5-(triethylsilyl)-3,4-dihydropyridine-1(2H)-carboxylate is a precursor to a Garg silyl triflate which upon exposure to fluoride generates a reactive azacyclic allene for cycloaddition reactions.

Other Notes

Diels–Alder Cycloadditions of Strained Azacyclic Allenes

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

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Joyann S Barber et al.
Nature chemistry, 10(9), 953-960 (2018-08-01)
For over a century, the structures and reactivities of strained organic compounds have captivated the chemical community. Whereas triple-bond-containing strained intermediates have been well studied, cyclic allenes have received far less attention. Additionally, studies of cyclic allenes that bear heteroatoms

Related Content

Garg Group – Professor Product Portal

The Garg group develops methods for the synthesis of natural products and pharmaceuticals. One key method pertains to heterocyclic arynes, such as indolynes and pyridynes, which are generated in situ from silyltriflate precursors under mild fluoride based reaction conditions.

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