An approach to preparation of trans-DHQs via ring-opening of meso-N-sulfonylaziridines
2011 ◽
Vol 76
(7)
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pp. 815-828
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As an approach to the enantioselective synthesis of trans-decahydroquinolines (DHQs), desymmetrization of meso-aziridine (5) with various carbon nucleophiles under catalytic conditions was investigated. By applying TMSCN in the presence of YbCl3 and chiral non-racemic ligands, nitrile 13 was obtained with an ee up to 40%. Nitrile 13 was a key intermediate in a novel route to trans-DHQs.
2007 ◽
Vol 46
(24)
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pp. 4534-4538
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Keyword(s):
2013 ◽
Vol 78
(11)
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pp. 5717-5722
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