7372-92-1Relevant articles and documents
Synthesis and Structure of 7-Methyl-2-(4′-methyl-2′,3′-dihydro-1′H-inden-1′- yl)-1H-indene
Moglioni, Albertina G.,Tombari, Dora G.,Moltrasio Iglesias, Graciela Y.
, p. 606 - 607 (1998)
We report research to find better conditions for the dehydration of 4-methylindan-1-ol to render 4-methylindene and 7-methyl-2-(4′-methyl-2′,3′-dihydro-1′H-inden-1′- yl)-1H-indene.
Copper-Catalyzed Enantioselective Domino Arylation/Semipinacol Rearrangement of Allylic Alcohols with Diaryliodonium Salts
Wu, Hua,Wang, Qian,Zhu, Jieping
, p. 13037 - 13041 (2017/09/26)
A copper-catalyzed enantioselective arylative semipinacol rearrangement of allylic alcohols was developed. In the presence of a catalytic amount of an in situ generated chiral copper-bisoxazoline complex, reaction of allylic alcohols with diaryliodonium salts afforded spirocycloalkanones in high yields with high diastereo- and enantioselectivities. A two-point binding model engaging the carbon–carbon double bond and the proximal hydroxyl group was proposed to be responsible for the highly efficient chirality transfer.
Enantioselective organocatalytic iodination-initiated Wagner-Meerwein rearrangement
Romanov-Michailidis, Fedor,Guenee, Laure,Alexakis, Alexandre
, p. 5890 - 5893 (2013/12/04)
The present manuscript describes a high-yielding enantioselective semipinacol transposition, initiated by an electrophilic iodination event. The title transformation makes use of the anionic phase-transfer catalysis (PTC) paradigm for chirality induction. Thus, when combined appropriately, the insoluble cationic iodinating reagent S9 and the lipophilic phosphoric acid L9 act as an efficient source of chiral iodine that performs the semipinacol transposition of strained allylic alcohols A x to β-iodo spiroketones Bx in good yields and with high levels of diastereo- and enantio-induction. The product β-iodo spiroketones could be derivatized stereospecifically and without stereoerosion, giving rise to products inaccessible directly from a semipinacol rearrangement.