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Synthesis 2009(16): 2709-2714
DOI: 10.1055/s-0029-1216903
DOI: 10.1055/s-0029-1216903
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Studies toward a Total Synthesis of Rhizoxin D: Stereoselective Preparation of the C11-C19 Fragment [¹]
Weitere Informationen
Received
15 April 2009
Publikationsdatum:
10. Juli 2009 (online)
Publikationsverlauf
Publikationsdatum:
10. Juli 2009 (online)

Abstract
The C11-C19 fragment of rhizoxin D was synthesized efficiently and stereoselectively. Stereoselective induction at C13 was achieved by means of the Crimmins protocol, whereas a substrate-controlled lithium aldol reaction gave the desired selectivity at the C17 position.
Key words
acyl thiazolidinone - lithium aldol reaction - Crimmins protocol - rhizoxin D
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