1999
DOI: 10.1016/s0040-4039(99)01666-4
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A new method for synthesis of allenes, including an optically active form, from aldehydes and alkenyl aryl sulfoxides with carboncarbon bond-formation

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Cited by 46 publications
(9 citation statements)
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“…3 Selective oxidation of sulfides to the sulfoxides remains a challenge and is interesting because corresponding sulfoxides are valuable synthetic intermediates for the synthesis of chemically and biologically important significant molecules. [4][5][6] Sulfoxides are also valuable in C-C bond-forming 7,8 and molecular rearrangements. [9][10][11] Additionally some of biologically active sulfoxides play an important role as therapeutic agents.…”
mentioning
confidence: 99%
“…3 Selective oxidation of sulfides to the sulfoxides remains a challenge and is interesting because corresponding sulfoxides are valuable synthetic intermediates for the synthesis of chemically and biologically important significant molecules. [4][5][6] Sulfoxides are also valuable in C-C bond-forming 7,8 and molecular rearrangements. [9][10][11] Additionally some of biologically active sulfoxides play an important role as therapeutic agents.…”
mentioning
confidence: 99%
“…Synthesis of allenes by alkenylation of magnesium carbenoids Satoh and co-workers have also reported an asymmetric synthesis of allenes such as 131 (a sex attractant of the male bean weevil) relying on magnesium-sulfoxide exchange (Scheme 32). [73] Enantioenriched vinyl sulfoxide 129 was lithiated with LDA and then trapped with an aldehyde to generate a diastereoisomeric mixture of the corresponding allylic alcohols. Reaction with Ac2O afforded diastereomeric acetates 130a and 130b which could be separated by column chromatography.…”
Section: Elimination Of Magnesiummentioning
confidence: 99%
“…5 Selective oxidation of sulfides to the sulfoxides remains a challenge and is interesting because corresponding sulfoxides are valuable synthetic intermediates for the synthesis of chemically and biologically important significant molecules. [6][7][8] Sulfoxides are also valuable in C -C bond-formation 9,8 and molecular rearrangements. [10][11][12][13] Additionally some of biologically active sulfoxides play an important role as therapeutic agents such as anti-ulcer, [14][15][16] antibacterial, 17 antifungal, 7 anti-atherosclerotic reagents, 18,19 etc.…”
Section: Introductionmentioning
confidence: 99%