Nuclear magnetic resonance and stereochemistry of vincamone | Zendy

Chimirri A. | Zendy; Grasso S. | Zendy; Fenech G. | Zendy; Monforte P. | Zendy

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Nuclear magnetic resonance and stereochemistry of vincamone

Author(s) -

Chimirri A.,

Grasso S.,

Fenech G.,

Monforte P.

Publication year - 1983

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570200136

Subject(s) - chemistry , ring (chemistry) , indole test , envelope (radar) , proton magnetic resonance , lanthanide , reagent , paramagnetism , side chain , resonance (particle physics) , crystallography , nuclear magnetic resonance , stereochemistry , atomic physics , condensed matter physics , organic chemistry , ion , telecommunications , radar , physics , computer science , polymer

The stereochemistry in solution of vincamone was deduced by proton magnetic resonance using the paramagnetic shifts reagent Eu(fod) 3 . The lanthanide induced shift computer simulation suggests that, at room temperature, the indole group is nearly planar, the rings C and E assume the envelope conformation with N‐4 and C‐16 as flaps, the ring D is in the chair one and the ethyl side chain prefers a trans position with respect to C‐15.

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