The author of 《Lewis Base-Catalyzed Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/Z-Isomerization, Regioselectivity, and Synthetic Applications》 were Sugiura, Masaharu; Ashikari, Yasuhiko; Takahashi, Yuka; Yamaguchi, Koki; Kotani, Shunsuke; Nakajima, Makoto. And the article was published in Journal of Organic Chemistry in 2019. Synthetic Route of C6H6OS The author mentioned the following in the article:
The chiral bisphosphine dioxide-catalyzed asym. conjugate reduction of acyclic β,β-disubstituted α,β-unsaturated ketones with trichlorosilane affords saturated ketones having a stereogenic carbon center at the carbonyl β-position with high enantioselectivities. Because the E/Z-isomerizations of enone substrates occur concomitantly, reduction products with the same absolute configurations are obtained from either (E)- or (Z)-enones. Conjugate reduction is accelerated in the presence of an electron-rich aryl group at the β-position of the enone owing to its carbocation-stabilizing ability. Computational studies were also conducted in order to elucidate the origin of the observed enantioselectivity. The regio- and enantioselective reductions of dienones were realized and applied to the syntheses of ar-turmerone, turmeronol A, mutisianthol, and jungianol, which are optically active sesquiterpenes. The experimental process involved the reaction of 1-Thiophen-2-yl-ethanone(cas: 88-15-3Synthetic Route of C6H6OS)
1-Thiophen-2-yl-ethanone(cas: 88-15-3) belongs to thiophenes. Reflecting their high stabilities, thiophenes arise from many reactions involving sulfur sources and hydrocarbons, especially unsaturated ones. Thiophenes are classically prepared by the reaction of 1,4-diketones, diesters, or dicarboxylates with sulfidizing reagents such as P4S10 such as in the Paal-Knorr thiophene synthesis. Synthetic Route of C6H6OS
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem