Asymmetric syntheses of moiramide B and andrimid

SG Davies, DJ Dixon

Index: Davies, Stephen G.; Dixon, Darren J. Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2635 - 2643

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Citation Number: 35

Abstract

The first highly diastereoselective asymmetric syntheses of moiramide B 2 and andrimid 3 have been achieved using lithium amide (R)-6 and pyrrolidinone auxiliary (R)-9. Pyrrolidinone auxiliary (R)-9 was used to create the novel (S)-3-methyl-N- benzyloxysuccinimide (S)-11 which was subsequently acylated with the highly reactive tert- butoxycarbonyl-protected N-carboxy anhydride of L-valine (Boc-val-NCA)(S)-19 under ...