Mild cleavage of methoxymethyl (MOM) ethers with trimethylsilyl bromide
β Scribed by Stephen Hanessian; Daniel Delorme; Yves Dufresne
- Book ID
- 104233588
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 192 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
Reaction of menthol-MEM ether with Me2BBr gave, after quenching with sat. aq. sodium bicarbonate in the absence of tetrahydrofuran (see Experimental), a mixture of menthol and formaldehyde-dimenthol ketal in 61 and 15% yield, respectively. We have previously cleaved this acetonide using HCl(5N)-EtO
Magnesium bromide etherate has been previously shown to cleave p-(trimethylsilyl)ethoxymethyl (SEM) esters of aliphatic acids. This methodology has now been extended to amino acid and peptide derivatives in the presence of protecting groups typically encountered in peptide chemistry, including the B