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ENANTIOSELECTIVE SYNTHESIS OF (S)-TRANS-GAMMA-BUTENYNYL GAMMA-AMINOBUTYRIC-ACID (GABA)

HOLMES, AB; TABOR, AB; BAKER, R; (1991) ENANTIOSELECTIVE SYNTHESIS OF (S)-TRANS-GAMMA-BUTENYNYL GAMMA-AMINOBUTYRIC-ACID (GABA). J CHEM SOC PERK T 1 (12) 3307 - 3313.

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Abstract

The enantioselective synthesis of (S)-trans-gamma-butenynyl gamma-aminobutyric acid (GABA) 1 by phthalimide displacement of the (R)-alcohol 9 (generated from the acetal 3) is reported. Novel hydride reductions of the pentadiynylic ether 3 to the trans-enyne 5 are reported and discussed.

Type:Article
Title:ENANTIOSELECTIVE SYNTHESIS OF (S)-TRANS-GAMMA-BUTENYNYL GAMMA-AMINOBUTYRIC-ACID (GABA)
Keywords:ORGANOMETALLIC COMPOUNDS, REDUCTIVE ALKYLATION, STEREOCHEMISTRY, HYDRALUMINATION, DERIVATIVES, ACETYLENES, ALCOHOLS, CIS
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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