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(2S,4R)-4-Hydroxyproline(4-nitrobenzoate): Strong Induction of Stereoelectronic Effects via a Readily Synthesized Proline Derivative. Crystallographic Observation of a Correlation between Torsion Angle and Bond Length in a Hyperconjugative Interaction

[Image: see text] (2S,4R)-4-Hydroxyproline(4-nitrobenzoate) was synthesized. The crystal structure revealed an exo ring pucker, with the nitrobenzoate pseudoaxial on the pyrrolidine envelope and antiperiplanar to C(β) and C(δ) C–H bonds. The unit cell exhibited variation in C(δ)–H/C(γ)–O and C(β)–H/...

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Autori principali: Pandey, Anil K., Yap, Glenn P. A., Zondlo, Neal J.
Natura: Artigo
Lingua:Inglês
Pubblicazione: American Chemical Society 2014
Accesso online:https://ncbi.nlm.nih.gov/pmc/articles/PMC4017608/
https://ncbi.nlm.nih.gov/pubmed/24720652
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jo500367d
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