𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Enantiopure 2,3-dihydro-4-pyridones as synthetic intermediates: asymmetric synthesis of 1-deoxynojirimycin

✍ Scribed by Daniel L Comins; Alan B Fulp

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
57 KB
Volume
42
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

An asymmetric synthesis of 1-deoxynojirimycin (2) mediated by a chiral auxiliary is reported. The dihydropyridone 4 was converted to diol 11 in three steps by acetoxylation, hydrolysis, and stereoselective reduction. Dihydroxylation of 11 followed by catalytic reduction afforded 2.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Enantiopure 2,3-Dih
ChemInform Abstract: Enantiopure 2,3-Dihydro-4-pyridones as Synthetic Intermediates: Asymmetric Synthesis of 1-Deoxynojirimycin.
✍ Daniel L. Comins; Alan B. Fulp πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 31 KB πŸ‘ 2 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a β€œFull Text” option. The original article is trackable v

Enantiopure N-acyldihydropyridones as sy
Enantiopure N-acyldihydropyridones as synthetic intermediates. An asymmetric synthesis of solenopsin A
✍ Daniel L. Comins; Nezha Radi Benjelloun πŸ“‚ Article πŸ“… 1994 πŸ› Elsevier Science 🌐 French βš– 259 KB

The trans-pip&dine alkaloid, (-)-solenopsin A. was prepared in seven steps from readily available 4-~haxy-3\_(niiropropyrsilyllpyrfdin in 43% overall yield. The addition of organ~tallics to chiral 1-acylpyridinium salt 1 gives N-acyl-2-alkyl-23&hydta~4pyridones 2 with high diastereoselectivity.\*~ T