55887-89-3Relevant articles and documents
Hydrated Oxocarbons,IV. Silylation of 1,1-Dihydroxy Compounds.
Yalpani, Mohamed,Wilke, Guenther
, p. 661 - 669 (2007/10/02)
The action of various silylating agents on mono- and polyvicinal 1,1-dihydroxy compounds has been investigated.Some of these reagents converted ninhydrin (2) and rhodizonic acid (17) into the corresponding geminal bis(trimethylsilyloxy) derivatives 1 and 20, respectively.Compound 1 readily fragments to form hexamethyldisiloxan and indantrione (4).The rhodizonic acid derivative 20 is, however, rather stable and even on pyrolysis at 500 deg C gives only traces of the tetraketone 21.With other silylating agents unexpected C-alkylation or C-amidation at the dihydroxy carbon is observed.Silylation of perhydroxycyclobutane and -cyclohexane leads to ring opened and contracted products.