Alkoxyhalogenation of L-rhamnal diacetate (1) with daunomycinone and Niodosuccinimide (NIS), and subsequent dehalogenation with tributylstannane, afforded 7-0-(3,4-di-O-acetyl-2,6-dideoxy-cu-L-arabino-hexopyranosyl)-daunomycinone (4) in 36% net yield. When the dehalogenation was conducted with DSnBu
A new approach to the synthesis of 2-amino-2-deoxyglycosides
โ Scribed by R.U. Lemieux; T.L. Nagabhushan; I.K. O'Neill
- Publisher
- Elsevier Science
- Year
- 1964
- Tongue
- French
- Weight
- 427 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The recent publication by Serfontein, Jordaan and White (1) on the nitrosyl chloride addition products of glycals prompts us to report at this time the results of our own investigations along similar lines. Addition of nitrosyl chloride to 3,4,6-tri-O-acetyl-Dglucal, in either methylene chloride or ether at -8O"C, provided in near quantitative yields the compound (I) reported by Serfontein et al as 3,4,6-tri-O-acetyl-2-nitroso-2-deoxy-a-D--glucopyranosyl chloride. After three recrystallizations from
๐ SIMILAR VOLUMES
## Abstract For Abstract see ChemInform Abstract in Full Text.