SYNTHESIS OF SOME 4-ACYLOXY-7-OXO-1-AZABICYCLOHEPT-2-ENE-2-CARBOXYLATES

DOI: 10.1016/S0040-4039(01)81042-X

Source and publish data:

Tetrahedron Letters p. 1561 - 1564 (1987)

Update date:2022-08-03

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Authors:

Bateson, John H.

Quinn, Alison M.

Southgate, Robert

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Article abstract of DOI:10.1016/S0040-4039(01)81042-X

Allylic oxidation of 4-allyl-1-dimethyl-t-butylsilylazetidin-2-ones (5,7) gave the 4-(1-hydroxyprop-2-ene-1-yl) derivatives (6,8).Radical benzoyloxylation of the silylated 8-oxo-7-azabicyclo<4.2.0>oct-3-ene (18) provided four allylic monobenzoates.Progression of (8) and (29) afforded, respectively, 4-acyloxy olivanic acid analogues containing trans- (16) and cis- (31) substituents at C-6.

Full text of DOI:10.1016/S0040-4039(01)81042-X

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