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. 2015 Dec 2;55(3):1118–1123. doi: 10.1002/anie.201509300

Scheme 2.

Scheme 2

Examples of a protective‐group strategy in the biosynthesis of the natural products butirosin (A); vicenilactam (B), the aglycone core of vicenistatin; and desertomycin (C). Each pathway has at least one intermediate (relevant portion shown in bold) that, unless protected, would be vulnerable to facile cyclization via a five‐ or six‐membered cyclic transition state.