Sugar allyltins in the synthesis of carbobicycles. Preparation of highly oxygenated enantiomerically pure decalins

Authors
Jarosz, S Skora, S
Citation
S. Jarosz et S. Skora, Sugar allyltins in the synthesis of carbobicycles. Preparation of highly oxygenated enantiomerically pure decalins, TETRAHEDR-A, 12(11), 2001, pp. 1651-1656
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
12
Issue
11
Year of publication
2001
Pages
1651 - 1656
Database
ISI
SICI code
0957-4166(20010704)12:11<1651:SAITSO>2.0.ZU;2-8
Abstract
Readily available unsaturated bicyclic ketones - obtained conveniently from sugar allyltins - are converted into highly oxygenated unsaturated decalin s. The corresponding cis- and trans-diols resulting front oxidation of the double bond vv,cre obtained with 100% selectivity. Stereospecific introduct ion of nitrogen into the decalin system via azidation Aas also realized. (C ) 2001 Elsevier Science Ltd. All rights reserved.