Tetrahedron Letters

Synthetic studies towards the octahydro-1H-benzo [f] pyrrolo [3, 2, 1-ij] quinolines: enantioselective synthesis of (2R, 3S)-2-[(1S)-3-(benzyloxy)-1-(tert-butyldimethyl- …

GS Zaponakis, HE Katerinopoulos

Index: Zaponakis, George S; Katerinopoulos, Haralambos E Tetrahedron Letters, 2001 , vol. 42, # 36 p. 6393 - 6396

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Abstract

(2R, 3S)-2-[(1S)-3-(Benzyloxy)-1-(tert-butyldimethylsilyloxymethyl) propyl]-3- phenylhexahydropyridine—a key synthetic intermediate for the preparation of (6aS, 11bS, 11cS)-1H-benzo [f] pyrrolo [3, 2, 1-ij] quinoline—was synthesized in nine steps. The synthetic approach uses both enantiomers of the chiral auxiliary trans-2, 5-bis ( methoxymethoxymethyl) pyrrolidine, employed in different stages of the synthesis for the ...

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