General access to polyhydroxylated nortropane derivatives through hetero Diels-Alder cycloadditions. Part 3. Synthesis of natural (+)-calystegine B-2

Authors
Faitg, T Soulie, J Lallemand, JY Ricard, L
Citation
T. Faitg et al., General access to polyhydroxylated nortropane derivatives through hetero Diels-Alder cycloadditions. Part 3. Synthesis of natural (+)-calystegine B-2, TETRAHEDR-A, 10(11), 1999, pp. 2165-2174
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
11
Year of publication
1999
Pages
2165 - 2174
Database
ISI
SICI code
0957-4166(19990604)10:11<2165:GATPND>2.0.ZU;2-0
Abstract
Cycloaddition of chiral nitroso derivatives with cyclohepta-1,3-diene gave one single stereoisomer with an excellent selectivity. The structures inclu ding absolute configurations have been assigned by spectroscopy and X-ray c rystallography. These studies have been applied to the total synthesis of t he naturally occurring calystegine B-2. (C) 1999 Elsevier Science Ltd. All rights reserved.