Practical synthesis of α-aminoalkyl-α′-chloromethylketone derivatives. Part 1: Chloromethylation of N-protected 3-oxazolidin-5-ones
✍ Scribed by Tomoyuki Onishi; Naoko Hirose; Takashi Nakano; Masakazu Nakazawa; Kunisuke Izawa
- Publisher
- Elsevier Science
- Year
- 2001
- Tongue
- French
- Weight
- 69 KB
- Volume
- 42
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Moc; Methoxycarbonyloxy group 3 1) TMSCl, n BuLi 2) BrCH 2 Cl, n BuLi 3 steps, 76%
- H +
📜 SIMILAR VOLUMES
Chloromethylation of N-imine-protected amino acid esters followed by acid hydrolysis gave a-aminoalkyl-a%chloromethylketone as a HCl salt form in good yield without racemization. The amino group was conveniently protected with carbamate protecting reagents to give various useful intermediates for th
AbstractÐSynthesis of the title compounds is examined from the diastereoselectivity point of view; their stereochemical assignments are supported by high resolution NMR data, which are used to de®ne their chirality and isomerisation aspects.