2‐(2,3‐Dihydro‐1 H ‐indol‐3‐yl)ethanol: Synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X‐ray structure analysis | Zendy

Frydenvang Karla | Zendy; Bech Sommer Michael | Zendy; Heckmann Dieter | Zendy; Nielsen Ole | Zendy; BangAndersen Benny | Zendy

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2‐(2,3‐Dihydro‐1 H ‐indol‐3‐yl)ethanol: Synthesis, separation of enantiomers, and assignment of absolute stereochemistry by X‐ray structure analysis

Author(s) -

Frydenvang Karla,

Bech Sommer Michael,

Heckmann Dieter,

Nielsen Ole,

BangAndersen Benny

Publication year - 2004

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.10313

Subject(s) - chemistry , enantiomer , chirality (physics) , ethanol , absolute configuration , stereochemistry , resolution (logic) , chiral column chromatography , catalysis , organic chemistry , chiral symmetry , physics , quantum mechanics , artificial intelligence , computer science , nambu–jona lasinio model , quark

The first direct resolution of racemic 2‐(2,3‐dihydro‐l H ‐indol‐3‐yl)ethanol—prepared by catalytic hydrogenation of 2‐(l H ‐indol‐3‐yl)ethanol—has been accomplished by chiral simulated moving bed (SMB) chromatography. The single enantiomers were isolated as their dihydrogen phosphate salts. Single‐crystal X‐ray analyses were successful, revealing that the (+)‐enantiomer of 2‐(2,3‐dihydro‐l H‐ indol‐3‐yl)ethanol has the ( S ) configuration. Chirality 16:126–130, 2004. © 2004 Wiley‐Liss, Inc.

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