RING-OPENING OF ACETAL-III (8,13 13,17-DIEPOXY-14,15-DINORLABDANE) AND THE SYNTHESIS OF POTENTIAL ODORANTS DERIVED FROM MANOOL/

Authors
GRANT PK HANTON LR LYNCH GP ROBINSON WT WONG G
Citation
Pk. Grant et al., RING-OPENING OF ACETAL-III (8,13 13,17-DIEPOXY-14,15-DINORLABDANE) AND THE SYNTHESIS OF POTENTIAL ODORANTS DERIVED FROM MANOOL/, Australian Journal of Chemistry, 47(1), 1994, pp. 71-90
Citations number
28
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
47
Issue
1
Year of publication
1994
Pages
71 - 90
Database
ISI
SICI code
0004-9425(1994)47:1<71:ROA(1A>2.0.ZU;2-D
Abstract
A novel ring opening of the acetal III (2) (8,13:13,17-diepoxy-14,15-d inorlabdane) with boron trifluoride/acetic anhydride led to the synthe sis of acetals (16), (18)-(20) and (25)-(27) functionalized at C 12. T he attempted ring opening of the hydroxy acetal (28) produced the dime r (32). Also prepared were the cyclic ethers (36), (38) and (39), none of which, however, exhibited significant ambergris-type odours.