444308-35-4

Upstream product

• 564-94-3 myrtenal 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 19894-97-4 (1R)-Myrtenol 
• 444308-36-5 (1S,2R,3S)-2-hyroxymethyl-6,6-dimethyl-3-thiobenzylbicyclo[3.1.1]heptane 
• 444308-45-6 (1S,2R,5R,7S)-5-[(R)-2'-hydroxy-1'-phenyl-2'-propyl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 444308-42-3 (1S,2R,5R,7S)-5-[(R)-1'-hydroxy-1'-phenyl-1'-ethyl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 

Relevant academic research and scientific papers

Highly diastereoselective nucleophilic additions using a novel myrtenal-derived oxathiane as a chiral auxiliary

The synthesis of novel oxathiane 3 and its acetyl derivative 12, from commercially available (-)-myrtenal 4, is described. The addition of several nucleophilic reagents to 12 furnished the corresponding tertiary carbinols in highly diastereomeric excess. The hydrolysis of 11a, b yielded the expected α-hydroxycarbonyl compounds in excellent enantiomeric excess.