SYNTHESIS OF ALPHA-AZIDO ALDEHYDES STEREOSELECTIVE ACCESS TO A PROTECTED LINCOSAMINE ANALOG

Citation
P. Sarda et al., SYNTHESIS OF ALPHA-AZIDO ALDEHYDES STEREOSELECTIVE ACCESS TO A PROTECTED LINCOSAMINE ANALOG, Tetrahedron, 53(15), 1997, pp. 5493-5500
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
53
Issue
15
Year of publication
1997
Pages
5493 - 5500
Database
ISI
SICI code
0040-4020(1997)53:15<5493:SOAASA>2.0.ZU;2-Z
Abstract
Reaction of ketone 3 with dichloromethyllithium gave 3. unique branche d-chain dichloromethyl sugar 7 whose structure was ascertained by X-ra y crystallography. Transformation of 7 in seven steps, involving the k ey-intermediate alpha-azido-aldehyde 9, afforded the protected lincosa mine analogue 14. (C) 1997 Elsevier Science Ltd.