cis-Fused gamma-lactones from simple precursors via beta-lactone rearrangements

cis-Fused bicyclic gamma -lactones were prepared in a three step sequence, featuring the stereospecific rearrangement of spiro bicyclic beta -lactones; the dependence of the beta- to gamma -lactone ring expansion on the relative stabilities of the intermediate carbocations was also investigated.

Saved in:
Bibliographic Details
Published inChemical communications (Cambridge, England) no. 8; pp. 753 - 754
Main Authors Black, TH, Smith, DC, Eisenbeis, SA, Peterson, KA, Harmon, MS
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2001
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
DYOTROPIC REARRANGEMENT
SPIRO
CARBOXYLIC-ACIDS
BUTYROLACTONES
Online AccessGet full text

Cover

More Information
Summary:cis-Fused bicyclic gamma -lactones were prepared in a three step sequence, featuring the stereospecific rearrangement of spiro bicyclic beta -lactones; the dependence of the beta- to gamma -lactone ring expansion on the relative stabilities of the intermediate carbocations was also investigated.
ISSN:1359-7345
1364-548X
DOI:10.1039/b100261a