REARRANGEMENT-RING EXPANSION REACTION OF FUNCTIONALIZED CYCLIC ETHERS- STEREOSELECTIVE SYNTHESIS OF THE ST-RING AND XY-RING SYSTEMS OF MAITOTOXIN

Authors
NAGASAWA K HORI N SHIBA R NAKATA T
Citation
K. Nagasawa et al., REARRANGEMENT-RING EXPANSION REACTION OF FUNCTIONALIZED CYCLIC ETHERS- STEREOSELECTIVE SYNTHESIS OF THE ST-RING AND XY-RING SYSTEMS OF MAITOTOXIN, Heterocycles, 44, 1997, pp. 105-110
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
44
Year of publication
1997
Pages
105 - 110
Database
ISI
SICI code
0385-5414(1997)44:<105:REROFC>2.0.ZU;2-C
Abstract
The rearrangement of 6-membered ethers having olefinic functional grou ps on the C2-side chain with Zn(OAc)(2) proceeded smoothly with ring e xpansion to give the 7-membered ethers. The 5,7-membered ether, prepar ed from the 7-membered ether, was again subjected to the rearrangement -ring expansion reaction to give the 6,7-membered ether, corresponding to the ST- and XY-ring systems of maitotoxin.