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Synthesis of some 4-acyloxy-7-oxo-1-azabicyclo [3.2.0]hept-2-ene-2-carboxylates

✍ Scribed by John H. Bateson; Alison M. Quinn; Robert Southgate

Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
188 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

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, 4-acyloxy olivanic acid analogues containing trans-

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