Asymmetric N-heterocyclic carbene catalyzed addition of enals to nitroalkenes: controlling stereochemistry via the homoenolate reactivity pathway to access δ-lactams

NA White, DA DiRocco, T Rovis

Index: Journal of the American Chemical Society, , vol. 135, # 23 p. 8504 - 8507

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Citation Number: 49

Abstract

... Journal of the ... Soc. , 2013, 135 (23), pp 8504–8507. DOI: 10.1021/ja403847e. Publication Date (Web): May 28, 2013. Copyright © 2013 American Chemical Society. ... A brief screen of bases and base equivalents led us to our optimized conditions of 50 mol % sodium acetate (see ...

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89979-04-4

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4-Chloro-β-nitrostyrene Structure

706-07-0

4-Chloro-β-nitr...

4-Chlorobenzaldehyde Structure

104-88-1

4-Chlorobenzaldehyde

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4-Chloro-β-nitrostyrene Structure

706-07-0

4-Chloro-β-nitr...

Furfural Structure

98-01-1

Furfural

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1-(2-FURYL)-2-NITROETHYLENE Structure

699-18-3

1-(2-FURYL)-2-N...

1-(furan-2-yl)-2-nitroethanol Structure

52239-33-5

1-(furan-2-yl)-...

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1-(2-FURYL)-2-NITROETHYLENE Structure

699-18-3

1-(2-FURYL)-2-N...

Benzaldehyde Structure

100-52-7

Benzaldehyde

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(2-Nitrovinyl)benzene Structure

102-96-5

(2-Nitrovinyl)b...

2-Nitro-1-(3-pyridinyl)ethanol Structure

101861-30-7

2-Nitro-1-(3-py...

~%

3-(2-Nitroethenyl)pyridine Structure

3156-52-3

3-(2-Nitroethen...

Nicotinaldehyde Structure

500-22-1

Nicotinaldehyde

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3-(2-Nitroethenyl)pyridine Structure

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