444880-01-7

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 34300-94-2 3-Methyl-3-sulfanylbutan-1-ol 
• 377092-98-3 ethyl 3-methyl-3-benzylthiobutanoate 
• 74252-98-5 3-methyl-3-thiobenzylbutan-1-ol 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 104-55-2 3-phenyl-propenal 

Relevant academic research and scientific papers

A novel tandem [4++2] cycloaddition-elimination reaction: 2-alkenyl-4,4-dimethyl-1,3-oxathianes as synthetic equivalents for α,β-unsaturated thioaldehydes

The first tandem cationic [4++2] polar cycloaddition-elimination reaction of 1-thia-1,3-butadienyl cations B with olefins to afford directly 3,4-dihydro-2H-thiopyrans D is described. The cations B were easily accessible by treatment of monothioacetals A, particularly the 2-alkenyl-4,4-dimethyl-1,3-oxathianes 1, with a hard Lewis acid. In this novel reaction, 2-alkenyl-4,4-dimethyl-1,3-oxathianes were utilized as synthetic equivalents for highly reactive α,β-unsaturated thioaldehydes. The effect of geminal dimethyl substituents on the oxathianes 1 and the mechanistic aspect of the reaction are considered. The reaction's asymmetric version was also investigated using a chiral oxathiane 4 derived from (-)-(1R,2R,5R)-2-(1-mercapto-1-methylethyl)-5-methylcyclohexanol. Although the enantioselectivities were moderate, the whole process can be done under odorless conditions.

1,3-oxathianes as perfuming and flavouring ingredients

The present invention relates to the perfumery and flavor industry. It concerns more particularly the use of a compound of formula (I) as perfuming or flavoring ingredient wherein R1 and R2 represent simultaneously or a independently a linear or branched alkyl or alkenyl group containing 1 to 4 carbon atoms, R3 represents a hydrogen, a cycloalkyl or a cycloalkenyl group, possibly substituted, a furanyl group, possibly substituted, a linear or branched alkyl or alkenyl group containing 1 to 12 carbon atoms, possibly substituted, or a linear or branched alkyl or alkenyl group containing 1 to 4 carbon atoms terminated by a carboxyl ester or amide group; and R4 represents a hydrogen or a linear alkyl group containing 1 to 4 carbon atoms. Substituents groups of R3 can be for example C1-C3 alkyl or alkenyl groups, an aromatic ring or C5-C7 cycloalkyl or cycloalkenyl groups, possibly substituted by methyl or ethyl groups.

A novel tandem [4++2] cycloaddition-elimination reaction of 4,4- dimethyl-2-styryl-1,3-oxathianes with olefins

A novel tandem [4++2] cycloaddition-elimination reaction of 1,3- oxathianes 1a, b with olefins promoted by titanium tetrachloride to give 3,4- dihydro-2H-thiopyrans 3 was developed. 4,4-Dimethyl-2-styryl-1,3-oxathiane (1a) was used as a synthet