82094-38-0Relevant academic research and scientific papers
Synthesis and reactivity of benzylic and allylic samarium compounds
Bied,Collin,Kagan
, p. 3877 - 3890 (2007/10/02)
Benzyl and allyl samarium species are prepared by reaction of benzylic or allylic chlorides with SmCp2. They present a wide scope of reactivity towards aldehydes, ketones and acid chlorides.
Synthesis and reactivity of allyl samarium complexes
Collin,Bied,Kagan
, p. 629 - 630 (2007/10/02)
Allyl chlorides react with SmCp2 to afford an allyl samarium intermediate, the η3-allyl structure of which has been tentatively assigned upon its reactivity with ketones. Synthesis of β,γ-unsaturated ketones have been also performed by reacting allyl samarium compounds with acid chlorides.
Synthesis of Adamantane Derivatives. 59. Reactions of Some Electrophilic Adamantane Derivatives with Unsaturated Organosilanes
Sasaki, Tadashi,Nakanishi, Akira,Ohno, Masatomi
, p. 3219 - 3224 (2007/10/02)
1-Adamantyl acetate (5) and 1-adamantyl silyl ether (12) react with unsaturated organosilanes exactly as the chloride 1 does; the reactions of 5 catalyzed by trimethylsilyl triflate and of 12 catalyzed by TiCl4 with 6 and 7 give the corresponding adamantane-substituted products.Under AlCl3-catalyzed conditions, the reactions of 1-adamantylcarbinyl chloride (17) with 6 and 7 give the products which have a homoadamantane skeleton.Interestingly, the reactions of 1-adamantanecarbonyl chloride (22) with α,β- and β,γ-unsaturated silanes proceed smoothly at -78 deg C (TiCl4) or at room temperature (ZnCl2) while the competitive decarbonylation scarcely takes place.Furthermore, the reactions of 22 with silyl enol ethers are efficiently catalyzed with normal Lewis acids such as SnCl4 to give C-adamantanecarbonylated products.Some adamantane-substituted unsaturated silanes are acetylated under the conditions employed for 22 to give structurally related adamantane derivatives.The aldehyde (53) and ketone (54) show different reactivity to the unsaturated organosilanes; the former reacts with 6, 7, and 25 as usual, but the latter does not.
