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Synlett 2001; 2001(8): 1221-1224
DOI: 10.1055/s-2001-16056
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Synthesis of a Model System for the Macrocyclic Subunit of the Oximidines

Frank Scheufler* , Martin E. Maier
  • *Universität Tübingen, Institut für Organische Chemie, Auf der Morgenstelle 18, 72076 Tübingen, Germany; Fax (+ 49) 7071 29 51 37; E-mail: martin.e.maier@uni-tuebingen.de
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Publication Date:
31 December 2001 (online)

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Cross-coupling reaction of aryl triflate 1 and vinyl stannane 13 provided salicylic acid derivative 15. This compound was converted to the dihydroxy acid 16, which provided in a size-selective macrolactonization the two macrolides 17 and 18 in a ratio of 60 : 40. Compound 17 is a model of the macrocyclic core of the oximidines.

arylations - dihydroxylations - hydrostannations - macrocycles - Stille reaction