(<i>E</i>)-1-(Phenylsulfonyl)-4-(trimethylsilyl)-1-butene:  An Advantageous Synthetic Equivalent for the 1-(1,3-Butadienyl) Anion and the 1,1-(1,3-Butadienyl) Dianion

and, Timothy P. Meagher; Shechter, Harold

doi:10.1021/jo970546c

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The 7ch=ch7ch=ch 2 (C 4 ) Synthons1

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Cited by 15 publications

(2 citation statements)

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“…There are numerous examples of fluoride-mediated 1,2- and 1,4-eliminations of β-silyl sulfones and β-silyl azides, which proceed via fluorosiliconate intermediates. Similarly, formation of 1,3-dienes and 1,3,5-trienes via Julia-type KO- t -Bu elimination of phenylsulfinic acid is also well-known .…”

Section: Resultsmentioning

confidence: 99%

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue

2012

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Section: Resultsmentioning

confidence: 99%

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue

2012

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“…374 The same products are formed when a more readily available isomer, 1-phenylsulfo-4-trimethylsilylbut-1-ene ( 412) is used instead (pathway b). 375 3. The 7CH 2 7CH=CH7CH=CH 2 (C 5 ) synthons and their homologues…”

Section: The 7ch=ch7ch=ch 2 (C 4 ) Synthonsmentioning

confidence: 99%

Synthetic methodologies for carbo-substituted conjugated dienes

Васильев¹,

Serebryakov²

2001

Russ. Chem. Rev.

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We report the observation of changes in the wave turbulence properties of gravitycapillary surface waves due to a finite-depth effect. When the fluid depth is decreased, a hump is observed on the wave spectrum in the capillary regime at a scale that depends on the depth. The possible origin of this hump is discussed. In the gravity regime, the wave spectrum still shows a power law but with an exponent that strongly depends on the depth. A change in the scaling of the gravity spectrum with the mean injected power is also reported. Finally, the probability density function of the wave amplitude rescaled by its rms value is found to be independent of the fluid depth and to be well described by a Tayfun distribution.

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Metal‐Free, Radical Addition to Alkenes via Desulfitative Chlorine Atom Transfer

2011

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An efficient method for radical additions to unactivated alkenes via desulfitative chlorine‐atom transfer is described. The reaction is based on the use of readily available sulfonyl chlorides as starting materials and cheap radical initiators such as azobisisobutyronitrile (AIBN), di‐tert‐butyldiazene (DTBD), and dilauroyl peroxide (DLP). No transition metal catalyst is required and the reaction takes place under mild conditions at temperatures ≤85 °C.

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(E)-1-(Phenylsulfonyl)-4-(trimethylsilyl)-1-butene: An Advantageous Synthetic Equivalent for the 1-(1,3-Butadienyl) Anion and the 1,1-(1,3-Butadienyl) Dianion

Cited by 15 publications

References 15 publications

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue

Synthetic methodologies for carbo-substituted conjugated dienes

Metal‐Free, Radical Addition to Alkenes via Desulfitative Chlorine Atom Transfer

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(E)-1-(Phenylsulfonyl)-4-(trimethylsilyl)-1-butene: An Advantageous Synthetic Equivalent for the 1-(1,3-Butadienyl) Anion and the 1,1-(1,3-Butadienyl) Dianion

Cited by 15 publications

References 15 publications

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D3 Analogue

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D3 Analogue

Synthetic methodologies for carbo-substituted conjugated dienes

Metal‐Free, Radical Addition to Alkenes via Desulfitative Chlorine Atom Transfer

Contact Info

Product

Resources

About

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue

Fluoride-Mediated Elimination of Allyl Sulfones: Application to the Synthesis of a 2,4-Dimethyl-A-ring Vitamin D₃ Analogue