Expanding stereochemical and skeletal diversity using petasis reactions and 1,3-dipolar cycloadditions.
A short and modular synthetic pathway using intramolecular 1,3-dipolar cycloaddition reactions and yielding functionalized isoxazoles, isoxazolines, and isoxazolidines is described. The change in shape of previous compounds and those in this study is quantified and compared using principal moment-of-inertia shape analysis.
Muncipinto
Giovanni
G
Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Kaya
Taner
T
Wilson
J Anthony
JA
Kumagai
Naoya
N
Clemons
Paul A
PA
Schreiber
Stuart L
SL
D003500:Cyclization; D007555:Isoxazoles / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D007555:Isoxazoles