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Figure 20
(a) 2-(1-Benzothiophene-3-carbonyl)benzoic acid (left) is too small to fit into the FoFc omit map contoured at 4 r.m.s.d. (gray sticks) and would lead to clashes (red dashes). The extra density is fitted by an additional thiophene moiety added to the double bond of the first thiophene. The crystal selects a single diastereomer. (b) Proposed reaction scheme where thiophene acts as both a nucleophilic enol and an electrophilic 1,4 Michael system. The products have two chiral centers (asterisks).

Journal logoSTRUCTURAL
BIOLOGY
ISSN: 2059-7983
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