Re: ORGLIST: (no subject)

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From: Jay (hi_buddy03$##$yahoo.com)
Date: Thu Jul 17 2008 - 13:34:58 EDT


Suggestions for you Allan: 1) PPTS, Acetone, Water, reflux 2) 5% THF-HCl would require longer hours ~20-24h 3) 80% AcOH 65C 5-10min 4) Wet MgSO4 (C6H6, 20C, 1h) effects selectively, quantitative cleavage of an a,b-unsat 1,3-dioxolane in the pr of a 1,3-dioxolane. FYI: Relative rates of hydrolysis of some dioxolanes [dioxolane:aq HCl (1:1) are as follows: 2,2-dimethyl dioxolane:2-methyldioxolane:dioxolane, 50,000:5,000:1. Jay ----- Original Message ---- From: Macabeo Allan Patrick <allanpatrick_m$##$yahoo.com> To: everybody$##$orglist.net Sent: Sunday, July 13, 2008 1:52:29 PM Subject: ORGLIST: (no subject) I would like to ask if any of you have idea on the best conditions to deprotect dioxolane protected aldehydes. I have tried to cleave it using FeCl3.6H2O, THF-HCl and even oxidizing it to aldehydes but they are not working. Any suggestion?   Thanks,   Allan


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