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Beilstein J. Org. Chem. 2015, 11, 323–327, doi:10.3762/bjoc.11.37
Graphical Abstract
Figure 1: Naturally occurring 5-hydroxylated 3-acyltetramic acids.
Scheme 1: Synthesis of model tetramic acids.
Scheme 2: Synthesis of hemiaminal ethers and deprotection of the tetramic acids.
Beilstein J. Org. Chem. 2013, 9, 2446–2450, doi:10.3762/bjoc.9.282
Figure 1: Structure of integramycin (1) and its producing organism, Actinoplanes sp. (Photo: J. Wink, HZI, Mi...
Figure 2: Retrosynthetic analysis of integramycin.
Scheme 1: Synthesis of the aromatic subunit.
Scheme 2: Sharpless epoxidation/Myers alkylation approach to the C16–C22 carboxylic acid fragment.
Scheme 3: Coupling of the fragments and spiroketalization.