ISSN:
0947-3440
Keywords:
Intramolecular allylboration
;
1,5-dioxa-cis-decalins
;
Preferred conformation
;
Conformation analysis
;
Heterocycles
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
cis-2-Vinyltetrahydropyran-3-ol (6) is accessible by a selective intramolecular allylboration reaction. Compound 6 was converted into 1,4-dioxa-cis-decaline (4) and cis-syn-cis-perhydrotrioxaanthracene 32; heterocycles with fused tetrahydropyran rings. These ring systems populate predominantly the conformation in which the oxygen atoms are in a gauche arrangement. The tricycle 31 is a rigid derivative of 14-crown-3 and, as in the case of 12-crown-3, it forms complexes with lithium ions in acetonitrile.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970614