31023-85-5Relevant articles and documents
Synthesis and chemistry of thiagermiranes
Tsumuraya, Takeshi,Sato, Sadao,Ando, Wataru
, p. 161 - 167 (2008/10/08)
Dimethylgermylene (1) reacts with thioketones 3 and 9 to give 1,3,2,4-dithiadigermolanes 4 and 10, the ultimate products of formation of thiagermiranes 6 and 11 and subsequent addition of dimethylgermanethione (7). Dimesitylgermylene (16) reacts with adamantanethione (3) to give 3-(2-adamantyl)-2,2-dimesityl-1,2-thiagermirane (18). Photolysis of thiagermirane 18 yields dimesitylgermylene (16) and adamantanethione (3) derived from germathiocarbonyl ylide 22. Oxidation of thiagermirane 18 by mCPBA gives 3-(2-adamantyl)-4,4-dimesityl-1,2,4-oxathiagermetane S-oxide (27). X-ray analyses were done for thiagermirane 18 and 1,2,4-oxathiagermetane S-oxide 27.
Thermal Cycloaddition Reactions of Thiocarbonyl Compounds. Part 1. A Novel Cycloaddition Reaction of Adamantanethione with α,β-Unsaturated Carbonyl Compounds
Katada, Tomonori,Eguchi, Shoji,Esaki, Toshiyuki,Sasaki, Tadashi
, p. 1869 - 1874 (2007/10/02)
The thermal cycloaddition reaction of adamantanethione (1) with α,β-unsaturated carbonyl compounds such as acrolein, methacrolein, and methyl vinyl ketone occurred smoothly at 80 - 140 deg C to afford, regioselectively, adamantane-2-spiro-2'-(1'-oxa-3'-thiacyclohex-5'-enes) (3a-e) as novel cycloadducts in good yield.The nature of this cycloaddition is discussed on the basis of kinetics, solvent effects, and FMO theory.
