10027-71-1Relevant articles and documents
Ellam,Padbury
, p. 1086 (1972)
Keaveney et al.
, p. 1537,1541 (1967)
Intramolecular rearrangement of α-azidoperoxides: An efficient synthesis of tert-butyl esters
Pramanik, Suman,Reddy, Reddy Rajasekhar,Ghorai, Prasanta
supporting information, p. 1393 - 1396 (2015/03/30)
An unprecedented intramolecular rearrangement of α-azidoperoxides, promoted by simple organic base to provide tert-butyl esters, has been presented. Further, a one-pot methodology consisting of in situ generation of the α-azidoperoxides from corresponding aldehydes followed by base-promoted rearrangement to obtain the desired ester has also been executed. Relevant mechanistic studies, to provide the proof for intramolecular alkoxy transfer, are investigated.
Ozonolysis of Vinyl Ethers in Solution and on Polyethylene
Griesbaum, Karl,Kim, Woo-Sun,Nakamura, Norinaga,Mori, Mitsuyuki,Nojima, Masatomo,Shigekazu, Kusabayashi
, p. 6153 - 6161 (2007/10/02)
Ozonolyses of the vinyl ethers 1a-f in methanol afforded almost exclusively the corresponding α-methoxy hydroperoxides 4, suggesting the preferred formation of the carbonyl oxides 2.In aprotic solvents including methyl formate, the predominant modes of decay of the carbonyl oxides 2 were cyclodimerization, reduction, and rearrangement, yet no ozonide formation.By contrast, ozonolyses of 1a-f on polyethylene gave the α-methoxy-substituted ozonides 14 in fair yields.Ozonolyzes of 1a-f in the presence of added carbonyl compounds 6 in methylene chloride or ether yielded the corresponding cross ozonides.Judged from the ozonide yields, the reactivities of the carbonyl compounds follow the sequence: (ClCH2)2C=O > ClCH2COCH3 > (CH3)2C=O and 2-CF3C6H4CHO > PhCHO.
