2007
DOI: 10.1039/b708268a
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Lead(iv) acetate: intriguing reactivity profile

Abstract: LTA reaction of homoallyl alcohols derived from norbornyl alpha-diketones exclusively furnished the corresponding alpha-diketones via beta-fragmentation of the allyl group in refluxing benzene while changing the solvent to MeOH resulted in the formation of novel methoxy substituted spirocyclic tetrahydrofuran products.

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Cited by 7 publications
(1 citation statement)
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“…It has several applications in organic synthesis viz. synthesis of fullerenyl esters, 1 formation of spirocyclic tetrahydrofuran derivatives, 2 diastereoselective aziridination of enones, 3 C-N bond formation 4 and several others. Very interesting multistage heterodomino trans-formation, 5 oxidative fragmentation of homoallylic alcohols, 6 and an oxidative cleavage of allyl alcohols induced by the O 3 /Pb(OAc) 4 , 7 oxidative decyclization in the synthesis of 6-hydroxycarvone derivatives 8 have been more recently reported.…”
Section: Introductionmentioning
confidence: 99%
“…It has several applications in organic synthesis viz. synthesis of fullerenyl esters, 1 formation of spirocyclic tetrahydrofuran derivatives, 2 diastereoselective aziridination of enones, 3 C-N bond formation 4 and several others. Very interesting multistage heterodomino trans-formation, 5 oxidative fragmentation of homoallylic alcohols, 6 and an oxidative cleavage of allyl alcohols induced by the O 3 /Pb(OAc) 4 , 7 oxidative decyclization in the synthesis of 6-hydroxycarvone derivatives 8 have been more recently reported.…”
Section: Introductionmentioning
confidence: 99%