DIASTEREOSELECTIVE SYNTHESIS OF THE TRANS-ANTI-CIS-DECAHYDRO-AS-INDACENE RING-SYSTEM VIA THE TRANSANNULAR DIELS-ALDER REACTION OF A FUNCTIONALIZED (E,E,E)-CYCLODODECA-1,6,8-TRIENE

Authors
ROUSH WR WORKS AB
Citation
Wr. Roush et Ab. Works, DIASTEREOSELECTIVE SYNTHESIS OF THE TRANS-ANTI-CIS-DECAHYDRO-AS-INDACENE RING-SYSTEM VIA THE TRANSANNULAR DIELS-ALDER REACTION OF A FUNCTIONALIZED (E,E,E)-CYCLODODECA-1,6,8-TRIENE, Tetrahedron letters, 37(45), 1996, pp. 8065-8068
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
45
Year of publication
1996
Pages
8065 - 8068
Database
ISI
SICI code
0040-4039(1996)37:45<8065:DSOTT>2.0.ZU;2-H
Abstract
A stereoselective synthesis of trans-anti-cis decahydro-as-indacene 5 is described. The key step of this synthesis is the tandem Claisen rin g contraction of the 16-membered macrolactone 3 followed by the transa nnular Diels-Alder reaction of the resulting (E,E,E)-cyclododeca-1,6,8 -triene 4. Copyright (C) 1996 Elsevier Science Ltd