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Mannich Bases as Synthetic Intermediates: Synthesis of 3- and 4-Functionalized 2-Pyrazolines.

โœ Scribed by Elsayed M. Afsah; Ez-el-Din M. Kandeel; Mona M. Khalifa; Waleed M. Hammouda

Book ID
102004869
Publisher
John Wiley and Sons
Year
2007
Weight
32 KB
Volume
38
Category
Article
ISSN
0931-7597

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โœ Daniel L Comins; Alan B Fulp ๐Ÿ“‚ Article ๐Ÿ“… 2001 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 57 KB

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.