5-Indanyl alcohol

B) Acylation of 6-Aminopenicillanic Acid To a solution of the aryl halocarbonyl ketene (0.1 mol) in methylene chloride (sufficient to provide a clear solution and generally from about 5 to 10 ml per gram of ketene) there is added the proper alcohol RjOH (0.1 mol), in this case 5-indanyl alcohol. The reaction mixture is maintained under an atmosphere of nitrogen and stirred for a period of from 20 minutes to 3 hours, care being taken to exclude moisture. The temperature may range from about -70° to about -20°C. The infrared spectrum of the mixture is then taken to determine and confirm the presence of the ketene ester. A solution of 6-aminopenicillanic acid-triethylamine salt (0.1 mol) in methylene chloride (50 ml) is added and the mixture stirred at -70° to -20°C for 10 minutes. The cooling bath is then removed and the reaction mixture stirred continuously and allowed to warm to room temperature. 

B) Acylation of 6-Aminopenicillanic Acid To a solution of the aryl halocarbonyl ketene (0.1 mol) in methylene chloride (sufficient to provide a clear solution and generally from about 5 to 10 ml per gram of ketene) there is added the proper alcohol R2OH (0.1 mol), in this case 5-indanyl alcohol. 

The explosion of new aminoindanol-derived ligands disclosed in the past few years is the unmistakable mark of recognition and appreciation of the indanyl platform as a valuable backbone in the field of catalytic asymmetric synthesis. The emergence of related and novel structural designs and their success in achieving improved selectivities clearly reveal the continuing interest in the synthetic potential of conformationally constrained amino alcohols. 

An entirely unsolved problem concerns the iso-selective hydroformylation of tertiary olefins. Thus, it is known that 2-methyl-indanyl-2-carbaldehydes and then-corresponding alcohols can show a distinct odor impression. The subsequently illustrated branched alcohol was found as a new member of floral muguet (Uly-of-the valley)-type odorants (Scheme 6.79) [5]. The compound can be considered as a conformationally restricted analog of Majantol , a trademark of Haarmann Reimer (now Symrise) and Wacker, which is now also manufactured by Shanghai Richem. 

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