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Synlett 1997; 1997(SI): 479-480
DOI: 10.1055/s-1997-6153
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Hydroxyl-Directed Stereocomplementary Pinacol Cyclizations Mediated by SmI2

M. Kawatsura, E. Kishi, M. Kito, T. Sakai, H. Shirahama* , F. Matsuda1
  • *Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060, Japan
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Publication Date:
31 December 2000 (online)

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The decalin rings were cyclized with complete stereocontrol about the new chiral centers through the hydroxyl-directed pinacol couplings promoted by SmI2. In these annulation reactions, stereocomplementarity was observed depending on the absence or presence of HMPA.

samarium(II) iodide - pinacol coupling - hydroxyl group

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