PALLADIUM[O]-MEDIATED AMINOSPIROCYCLIZATION OF TERTIARY ALLYLIC SULFONES - STEREOSPECIFIC CONSTRUCTION OF THE AZABICYCLIC RING-SYSTEM OF CEPHALOTAXINE

Authors
JIN ZD FUCHS PL
Citation
Zd. Jin et Pl. Fuchs, PALLADIUM[O]-MEDIATED AMINOSPIROCYCLIZATION OF TERTIARY ALLYLIC SULFONES - STEREOSPECIFIC CONSTRUCTION OF THE AZABICYCLIC RING-SYSTEM OF CEPHALOTAXINE, Tetrahedron letters, 37(30), 1996, pp. 5253-5256
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
30
Year of publication
1996
Pages
5253 - 5256
Database
ISI
SICI code
0040-4039(1996)37:30<5253:PAOTAS>2.0.ZU;2-U
Abstract
Tertiary allylic sulfones which bear a secondary aminopropyl moiety un dergo smooth palladium [0]-mediated spirocyclization. The reaction pro ceeds via a pi-allyl intermediate and the resultant azabicyclic produc t is formed with net retention of sulfone stereochemistry. The use of tetramethylguanidine as companion base is required For high yielding r eactions. Copyright (C) 1996 Elsevier Science Ltd