2003
DOI: 10.1002/chin.200310239
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The Chemistry of C2‐Symmetric Bis(sulfoxides): A New Approach in Asymmetric Synthesis

Abstract: Synthesis -[118 refs.]. -(DELOUVRIE, B.; FENSTERBANK*, L.; NAJERA, F.; MALACRIA*, M.; Eur.

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Cited by 1 publication
(3 citation statements)
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References 52 publications
(77 reference statements)
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“…In acyclic series with ( S , S )‐ 8 , Solladié et al82 and we9 have found good yields and diastereoselectivities with aromatic and alkyl aldehydes. Based on the work of Solladié et al describing the condensation of the anion of the ( R )‐ tert ‐butyl ( p ‐tolylsulfinyl)acetate with carbonyl derivatives,83 we have proposed the model displayed in Scheme .…”
Section: Anionic Reactivity Of C2‐symmetric Bis(sulfoxides)supporting
confidence: 58%
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“…In acyclic series with ( S , S )‐ 8 , Solladié et al82 and we9 have found good yields and diastereoselectivities with aromatic and alkyl aldehydes. Based on the work of Solladié et al describing the condensation of the anion of the ( R )‐ tert ‐butyl ( p ‐tolylsulfinyl)acetate with carbonyl derivatives,83 we have proposed the model displayed in Scheme .…”
Section: Anionic Reactivity Of C2‐symmetric Bis(sulfoxides)supporting
confidence: 58%
“…This was first accomplished by Aggarwal et al using a water‐soluble DCC variant reagent (morpho CDI 82 ) to transform the formaldehyde‐alkylated bis(sulfoxide) 81 into methylenebis(sulfoxide) 83 (Scheme ) 86. This reaction proved also adequate for the preparation of acyclic derivatives 84 from the alcohol mixture of 72 + 73 9. Another report by Carretero et al87 mentions the synthesis of the ( S , S )‐1,1‐bis(ethoxycarbonyl)‐2,2‐bis( p ‐tolylsulfinyl)ethene ( 86 ), in a two‐step sequence involving first a quantitative condensation with oxomalonate, followed by a dehydration of 85 with DEAD.…”
Section: Anionic Reactivity Of C2‐symmetric Bis(sulfoxides)mentioning
confidence: 99%
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