216865-95-1

Upstream product

• 216865-97-3 (1R,4R,6R)-4-Methyl-7-oxa-bicyclo[4.1.0]heptan-2-one 
• 88154-77-2 (5R)-5-methyl-2-(phenylsulfinyl)cyclohexan-1-one 
• 13368-65-5 (3R)-3-methylcyclohexanone 
• 101693-93-0 (5R)-5-methyl-2-(phenylthio)cyclohexan-1-one 
• 54307-74-3 (R)-5-methyl-cyclohex-2-enone 

Downstream Products

• 216865-94-0 (4R,6R)-4-Methyl-6-phenylsulfanylmethyl-tetrahydro-pyran-2-ol 
• 216865-98-4 (2R,4S)-4-Methyl-2-phenylsulfanylmethyl-tetrahydro-pyran 
• 216865-99-5 Trifluoro-acetic acid ((2R,4S)-4-methyl-tetrahydro-pyran-2-yl)-phenylsulfanyl-methyl ester 

Relevant academic research and scientific papers

Photochemical rearrangement of 2-phenylthio-1,3-cyclohexanediols to deoxysugars. Application to a stereospecific synthesis of (+)-cis-rose oxide

The present paper reports the stereospecific synthesis of (+)-cis-rose oxide, the unnatural isomer of the fragrant oil isolated from Bulgarian roses and Bourbon geraniums. The synthesis serves to illustrate the potential of a new photochemical rearrangement of carbocycles to deoxysugars reported earlier.