ISSN:
0947-3440
Keywords:
Enediynes
;
[2 + 2] Cycloaddition
;
Bicyclo[3.2.0]heptanes
;
Fragmentation
;
Ring closing metathesis
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Two routes to 1,4-difunctionalized cycloheptenes are described. The first one is based on a fluoride-induced fragmentation reaction of the bicyclic [3.2.0]heptanesilyl monosulfate 10. This compound in turn was prepared by a ketene-cyclopentene cycloaddition route. An alternative strategy took advantage of a ring-closing metathesis (RCM) reaction of the diolefin 18 with the ruthenium catalyst 21. This reaction proved to be reliable even on a larger scale and allowed the isolation of the cycloheptene 19a in reasonably good yield.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199510258
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