𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A general methodology for the asymmetric synthesis of 1-deoxyiminosugars

✍ Scribed by Om V Singh; Hyunsoo Han

Book ID
104253133
Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
314 KB
Volume
44
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A general methodology for the stereoselective synthesis of 1-deoxymannojirimycin and its three other stereoisomers is described. The achiral olefin 6 was converted through the common olefin intermediate 12 to the target compounds in a highly stereocontrolled manner. The regioselective asymmetric aminohydroxylation (AA) and diastereoselective dihydroxylation reactions were used for the introduction of all four stereocenters in the targets, and the ring-closing metathesis (RCM) reaction was utilized for the construction of the required six-membered ring.

πŸ“œ SIMILAR VOLUMES

A concise and general methodology for th
A concise and general methodology for the complete asymmetric synthesis of the orthogonally protected 2-amino-1,3,4-butanetriols (ABTs)
✍ Om V Singh; Hyunsoo Han πŸ“‚ Article πŸ“… 2003 πŸ› Elsevier Science 🌐 French βš– 215 KB

A complete asymmetric synthesis of the orthogonally protected 2-amino-1,3,4-butanetriols I (ABTs: versatile four carbon chiral synthons) was accomplished via the regioselective asymmetric aminohydroxylation (AA) reaction and oxazoline chemistry in four to six steps from the starting olefin 1. The sy