599192-58-2

Upstream product

• 100-52-7 benzaldehyde 
• 444308-39-8 (1S,2R,7S)-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 6175-45-7 2,2-diethoxyacetophenone 
• 444308-37-6 (1S,2R,3S)-2-formyl-6,6-dimethyl-3-acetylthiobicyclo[3.1.1]heptane 
• 564-94-3 myrtenal 
• 444308-38-7 {(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol 
• 599192-45-7 (1S,2R,5R,7S,9R)-5-benzoyl-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 

Downstream Products

• 25779-13-9 (S)-1-phenyl-1,2-ethanediol 
• 444308-38-7 {(1S,2R,3S,5R)-3-mercapto-6,6-dimethylbicyclo[3.1.1]heptan-2-yl}methanol 
• 636599-79-6 (1S,2R,5R,7S,9R)-5-[(1'S)-1'-hydroxy-1',3'-diphenyl-2'-propyn-1'-yl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 636599-75-2 (1S,2R,5R,7S,9R)-5-[(1'S)-1'-hydroxy-2'-methyl-1'-phenylpropyl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 636599-78-5 (1S,2R,5R,7S,9R)-5-[(1'S)-1'-hydroxy-1'-phenyl-2'-propen-1'-yl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 636599-74-1 (1S,2R,5R,7S,9R)-5-[(1'S)-1'-hydroxy-1'-phenylpropyl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 599192-60-6 (1S,2R,5R,7S,9R)-5-[(1'S)-1'-hydroxy-1'-phenylethyl]-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 
• 599192-45-7 (1S,2R,5R,7S,9R)-5-benzoyl-10,10-dimethyl-4-oxa-6-thiatricyclo[7.1.1.0^2,7]undecane 

Relevant academic research and scientific papers

New 1,3-oxathianes derived from Myrtenal: Synthesis and reactivity

2-Methyl- and 2-phenyl-substituted oxathianes derived from Myrtenal have been synthesized in satisfying yields. Lithiation of 2-methyl-substituted oxathiane could not be done, but lithiation of 2-phenyl-substituted and non-substituted oxathianes could be

Enantioselective synthesis of 1-alkyl-substituted 1-phenyl-1,2-ethanediols using a myrtenal-derived chiral auxiliary

The enantioselective synthesis of several 1-phenyl-1,2-ethanodiol derivatives using 2-benzoyl-1,3-oxathiane 1 as a chiral auxiliary is described. Nucleophilic additions of Grignard reagents, methyl lithium and LS-Selectride on benzoyloxathiane 1 proceeded in >95% diastereomeric ratio (dr) affording the corresponding tertiary carbinols, which were successively hydrolyzed and reduced to give the title derivatives in >95% enantiomeric excess (ee).