Isosterism, bioactive molecules

The consistency of the high levels of enantiocontrol accessible in these diazoester cyclizations is underpinned by their growing applications in enantiose-lective synthesis of bioactive molecules containing cyclopropane units. Notable examples include the preparation of multifunctional cyclopropanes as peptide isosteres for renin inhibitors (Scheme 4) [42] presqualene alcohol from farnesyl diazoacetate (Scheme 5) [43] the GABA analogue 3-azabicyclo[3.1.0]hexan-2-one from N-allyldiazoacetamide, Eq. (26) [23] and precursors of lR,3S)-cis-chrysanthemic acid and the pheromone, E-(-)-dictyopterene C (Scheme 6) [44, 45],... 

There are numerous examples of isosterism between open-chain and ring systems among bioactive molecules [68]. In comparison to the corresponding five-and six-membered ring systems (Chapters 29.2.2 and 29.2.3, respectively), the open-chain compounds exhibit similar broad insecticidal activity, forming a so-called quasi-cyclic conformation when binding to the insect nAChR [69]. 

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