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The Synthesis and Cycloaddition Reactions of 3-Azabicyclo[3.1.0]hex-2-ene 3-oxide and 3-Azabicyclo[3.2.0]hept-2-ene 3-oxide. Highly Strained Bicyclic Nitrones

โœ Scribed by Joseph J Tufariello; Arnold S Milowsky; Mohammed Al-Nuri; Steven Goldstein


Book ID
108382834
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
224 KB
Volume
28
Category
Article
ISSN
0040-4039

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Synthesis of some 4-acyloxy-7-oxo-1-azab
โœ John H. Bateson; Alison M. Quinn; Robert Southgate ๐Ÿ“‚ Article ๐Ÿ“… 1987 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 188 KB

Allylic oxidation of 4-allyl-1-dimethyl-t-butylsilylazetidin-2ones (5,7) gave the 4-(l-hydroxyprop-2-ene-1-yl) derivatives (6,8). Radical benzoyloxylation of the silylated 8-oxo-7-azabicyclo[4.2.O]oct-3ene (18) provided four allylic monobenzoates. Progression of ( ) and ( ) afforded, respectively,