Total synthesis of (±)- and (+)-latifine

J. Chem. Soc., Perkin Trans. 1
2004.0

Abstract

Racemic latitine (+)-(1), a new representative of the rare phenolic Amaryllidaceae alkaloids, has been synthesized by employing the Claisen rearrangement of 4-benzyloxycinnamyl 2-methoxyphenyl ether (11) as a key step. Based on the racemic synthesis, (R)-(+)-latifine (R)-(1), the unnatural enantiomer, has also been synthesized from (S)-O-benzylglycidol (S)-(3) via (S)-1-benzyloxy-3-phenylthio-propan-2-ol (S) -(4) as a key intermediate. © 1985, The Royal Society of Chemistry. All rights reserved.

DOI： 10.1039/P19850002447

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