82027-25-6

Upstream product

• 113849-79-9 1-(2-Adamantylidene)-1-methoxy-1-phenylmethane 
• 123844-15-5 [4-(Adamantan-2-ylidene-phenyl-methoxy)-phenoxy]-tert-butyl-dimethyl-silane 
• 201151-77-1 C₂₉H₃₈O₄Si 
• 201151-81-7 2-(2-Hydroxy-adamantan-2-yl)-2-phenyl-benzo[1,3]dioxol-5-ol 
• 132959-20-7 α-(trimethylsiloxy)-2-adamantanyl phenyl ketone 
• 700-58-3 2-Adamantanone 
• 31675-43-1 diethyl 1-phenyl-1-(trimethylsiloxy)methanephosphonate 

Downstream Products

• 82027-14-3 2-benzoyl-2-adamantyl mesylate 
• 700-58-3 2-Adamantanone 

Relevant academic research and scientific papers

F--induced decomposition of 3-[(tert-Butyldimethylsiloxy)phenoxy]-3-phenyl-1,2- dioxetanes without C-C bond cleavage of the dioxetane ring

F--induced decomposition of 3-[3-tert-butyldimethylsiloxy)phenoxy]-3-phenyl-1,2- dioxetane (5c) yielded an intramolecular redox product (7b), whereas 3-phenoxy-3-(3-siloxyphenyl)-1,2-dioxetane (3) gave normal carbonyl fragments with intense light emission. An isomer (5a) gave light with normal decomposition by CIEEL, though the major process was one to yield an acyloin (7a).

Trifluoromethanesulfonic (Triflic) Acid Catalyzed Transformations of α-Hydroxy Carbonyl Compounds

Triflic acid catalyzed reaction of 2-hydroxy-2-adamantanecarboxylic acid results via ionizative decarbonylation in the formation of adamantanone.Under carbon monoxide pressure pinacol-type rearrangement gives 4,5-homoadamantanedione.Reactions of a series of α-hydroxy ketones result in fragmentation, deprotonation, and cyclization, respectively.The reactions and their suggested mechanism are discussed.

OXIDATIONS BY METHYL TRIFLUOROMETHYL DIOXIRANE. EPOXIDATION OF ENOL ETHERS

Isolated methyl trifluoromethyl dioxirane 4b has been employed to achieve the rapid, low temperature epoxidation of enol ethers, such as alkoxy(aryl)methylidene adamantanes 1a-e and methoxy(2-naphtyl)methylidene 2-bornane 1f, affording the corresponding spirooxiranes in excellent (92-97percent) yields.