Journal
HETEROCYCLES
Volume 88, Issue 2, Pages 1163-1174Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-13-S(S)75
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Funding
- Spanish Ministerio de Ciencia e Innovacion [CTQ2007-65218, CTQ2011-24165, Consolider Ingenio 2010-CSD-2007-00006]
- Generalitat Valenciana [PROMETEO/2009/039]
- University of Alicante
- FEDER
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The addition of a Grignard reagent to both enantiomeric N-tert-butanesulfinyl imines derived from 3-(2-bromophenyl)propanal proceeded with high diastereoselectivity. The resulting sulfinamides 9 and 12 were easily transformed into tetrahydroquinoline alkaloids (-)-angustureine (4) and (-)-cuspareine (5) after three steps: N-desulfinylation, intramolecular N-arylation and N-methylation.
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