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  • Asymmetric total synthesis of (-)-leuconoxine via chiral phosphoric acid catalyzed desymmetrization of a prochiral diester.

Asymmetric total synthesis of (-)-leuconoxine via chiral phosphoric acid catalyzed desymmetrization of a prochiral diester.

Organic letters (2014-12-20)
Kazuhiro Higuchi, Shin Suzuki, Reeko Ueda, Norifumi Oshima, Emiko Kobayashi, Masanori Tayu, Tomomi Kawasaki
PMID25522825
ABSTRACT

The asymmetric total synthesis of (-)-leuconoxine has been achieved. The desymmetrization of a prochiral diester using a chiral phosphoric acid catalyst produced a highly enantioenriched lactam with excellent yield. The ring construction featuring an intramolecular N-acyliminium cyclization and the one-step pyrrolidone formation using Bestmann's ylide was successfully accomplished.

MATERIALI
Numero di prodotto
Marchio
Descrizione del prodotto
695017
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