SYNTHESIS OF UNDECAN-3-ONE - (+ -)-FRONTALIN - (+/-)-ENDO-BREVICOM, AND (+/-)-EXO-BREVICOM BREVICOMIN UNDER SONOCHEMICAL AQUEOUS CONDITIONS/

Authors
TREHAN IR SINGH J ARORA AK KAUR J KAD GL
Citation
Ir. Trehan et al., SYNTHESIS OF UNDECAN-3-ONE - (+ -)-FRONTALIN - (+/-)-ENDO-BREVICOM, AND (+/-)-EXO-BREVICOM BREVICOMIN UNDER SONOCHEMICAL AQUEOUS CONDITIONS/, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(5), 1995, pp. 396-398
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
34
Issue
5
Year of publication
1995
Pages
396 - 398
Database
ISI
SICI code
0376-4699(1995)34:5<396:SOU-(->2.0.ZU;2-7
Abstract
Conjugate addition of 1-bromohexane (1) to 2-penten-3-one under sonoch emical aqueous conditions, using Zn/Cu catalyst give undecan-.3-one (3 ). Also, Zn-Cu catalysed conjugate addition of 1-bromo-2-methylpropene to 3-buten-2-one yield 6-methyl-6-hepten-2-one (6), which is tailored to furnish (+/-)-frontalin (7). Similarly, conjugate addition of 1-br omo-2-pentenes (8 and 8a) to 3-buten-2-one afford Z-6-nonen-2-one (9) and E-6-nonen-2-one (9a) respectively. An ice-cooled solution of 9/9a on treatment with m-chloroperbenzoic acid give (+/-)-exo-(10) and (+/- )-endo-brevicomin (10a) respectively.