Catalyzed acyl halide-aldehyde cyclocondensations. New insights into the design of catalytic cross aldol reactions

Authors
Nelson, SG Wan, ZH Peelen, TJ Spencer, KL
Citation
Sg. Nelson et al., Catalyzed acyl halide-aldehyde cyclocondensations. New insights into the design of catalytic cross aldol reactions, TETRAHEDR L, 40(36), 1999, pp. 6535-6539
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
36
Year of publication
1999
Pages
6535 - 6539
Database
ISI
SICI code
0040-4039(19990903)40:36<6535:CAHCNI>2.0.ZU;2-K
Abstract
Substoichiometric quantities (2.5-20 mol%) of AI(SbF6)(3) catalyze the di(i sopropyl)ethylamine-mediated cyclocondensation of various acyl halides and enolizable aldehydes to afford beta-lactones in good yields (58-93%). These reactions are discussed as a strategy for executing chemo- and regiospecif ic catalyzed cross aldol reactions. (C) 1999 Elsevier Science Ltd. All righ ts reserved.