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The synthesis of 1,2,3-trichloro- and 2,3-dichlorobicyclo[2.2.1]hept-2-en-7-one. A selective reduction of bridgehead chlorine.

✍ Scribed by William H. Okamura; James F. Monthony; Curtis M. Beechan


Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
209 KB
Volume
10
Category
Article
ISSN
0040-4039

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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,