ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
The nucleophilic ring opening of propylene oxide by the lithio derivative of the trioxabicyclic orthoester 1 leads, after acidic treatment, to the title lactones 3a and 3b with no evidence of δ-lactones 3c and 3d. The stereochemistry of these two lactones has been established by X-ray diffraction analysis. The ring conformations observed in the solid phase are similar in both lactones and are compared with those observed in related molecules. However, the NMR spectroscopic analysis shows that this similarity does not exist in solution; lactone 3a adopts a different conformation.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610081108
