Synthesis of a C-9 to C-18 Building Block of the Phenalamides

Reinhard W. Hoffmann; Eckart Haeberlin; Thorsten Rohde

doi:10.1055/s-2002-19806

PAPER

Synthesis of a C-9 to C-18 Building Block of the Phenalamides

Reinhard W. Hoffmann*, Eckart Haeberlin, Thorsten Rohde
Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany
Fax: +49(6421)2828917; e-Mail: rwho@chemie.uni-marburg.de;

Abstract

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Abstract

In the context of a synthesis of phenalamide A2, the C-9 to C-18 building block 6 was synthesized. The stereogenic centers were generated by alkylation of an Evans oxazolidinone 12 and by a crotylboration reaction using the enantiomerically pure (E)-α-chlorocrotylboronate (4).

Key words

allylboration reaction - diastereoselectivity - natural products - stereoselective synthesis

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References

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