2003
DOI: 10.1016/s0040-4039(02)02855-1
|View full text |Cite
|
Sign up to set email alerts
|

Low temperature syntheses of thioketals from enol ethers and carbonyl compounds

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2

Citation Types

0
11
0

Year Published

2003
2003
2018
2018

Publication Types

Select...
5
2
1

Relationship

0
8

Authors

Journals

citations
Cited by 18 publications
(11 citation statements)
references
References 22 publications
0
11
0
Order By: Relevance
“…These binding sites have the capacity to react with volatile compounds, forming irreversible chemical binding and reversible bonding. Martel et al . reported that thiol groups on the surface of proteins could react with ketones and transform into dithioketals.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…These binding sites have the capacity to react with volatile compounds, forming irreversible chemical binding and reversible bonding. Martel et al . reported that thiol groups on the surface of proteins could react with ketones and transform into dithioketals.…”
Section: Resultsmentioning
confidence: 99%
“…reported that the carboxyl group binds to proteins at the entrance to their central cavity. It has been demonstrated that ketones have the capacity to react with thiol groups and transform into dithioketals . Pérez‐Juan et al .…”
Section: Introductionmentioning
confidence: 99%
“…3). 17 This event delivers a highly electrophilic cation intermediate 15 which can be stabilized by mesomeric effect with the conjugated vinyl thionium ion 16 and the allylic carbenium ion 17. After electrophilic substitution of the aromatic ring and aromatization, thioenol 18 is formed, whose protonation by TfOH leads to sulfonium ion 19.…”
mentioning
confidence: 99%
“…In the first step, TMSOTf promotes the highly diastereoselective (TMS) 2 S ring-opening of anhydrosugar A following a S N 2-type mode [ 6 ]. In a second step, addition of the resulting α-thioglycoside B to the TMSOTf-activated carbonyl compound affords the stabilized α-thio carbocation D via thioacetal C [ 15 , 16 , 17 , 18 ]. The subsequent interception of this carbocation by a second molecule of α-thioglycoside B affords the dithioacetal-α,α-diglycoside E after aqueous work-up.…”
Section: Resultsmentioning
confidence: 99%