000059762 001__ 59762
000059762 005__ 20180317092302.0
000059762 0247_ $$2doi$$a10.1021/ol049135q
000059762 022__ $$a1523-7060
000059762 02470 $$2ISI$$a000223013300014
000059762 037__ $$aARTICLE
000059762 245__ $$aAllyl, methallyl, prenyl, and methylprenyl ethers as protected alcohols: Their selective cleavage with diphenyidisulfone under neutral conditions
000059762 260__ $$c2004
000059762 269__ $$a2004
000059762 336__ $$aJournal Articles
000059762 500__ $$aEcole Polytech Fed Lausanne, Swiss Fed Inst Technol, Inst Chem Sci & Engn, BCH, CH-1015 Lausanne, Switzerland.
000059762 520__ $$aDiphenyldisulfone is a mild and efficient reagent for selective cleavage of methylprenyl (2,3-dimethylbut-2-en-1-yl), prenyl (3-methylbut-2-en1-yl), and methallyl (2-methylallyl) ethers. These reaction conditions are compatible with the presence of other protecting groups such as acetals, acetates, and allyl, benzyl, and TBDMS ethers. Exposure of 2,3-dimethylbut-2-en-1-yl and 3-methylbut-2-en1-yl ethers to diphenyldisulfone led to the formation of 2,3-dimethylbuta-1,3-diene and isoprene, respectively. 2-Methylallyl ethers undergo isomerization to 2-methylpropenyl ethers, which are easily hydrolyzed into the corresponding free alcohols and isobutyraldehyde.
000059762 6531_ $$aCarbohydrate-chemistry
000059762 6531_ $$amediated deprotection
000059762 6531_ $$arapid regeneration
000059762 6531_ $$aalpha-disulfones
000059762 6531_ $$aderivatives
000059762 6531_ $$amild
000059762 6531_ $$aisomerization
000059762 6531_ $$aradicals
000059762 6531_ $$afacile
000059762 6531_ $$aenvironment
000059762 700__ $$0241590$$aMarkovic, D.$$g148582
000059762 700__ $$0240222$$aVogel, P.$$g123681
000059762 773__ $$j6$$k16$$q2693-2696$$tOrganic Letters
000059762 909CO $$ooai:infoscience.tind.io:59762$$particle$$pSB
000059762 909C0 $$0252076$$pLGSA$$xU10111
000059762 937__ $$aLGSA-ARTICLE-2004-011
000059762 970__ $$aISI:000223013300014/LGSA
000059762 973__ $$aEPFL$$rREVIEWED$$sPUBLISHED
000059762 980__ $$aARTICLE