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Synfacts 2008(2): 0168-0168
DOI: 10.1055/s-2007-992491
DOI: 10.1055/s-2007-992491
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New YorkPractical Synthesis of Ambiphilic Silyl Intermediates
S. Sen, M. Purushotham, Y. Qi, S. McN. Sieburth*
Temple University, Philadelphia, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. Januar 2008 (online)

Significance
The major interest of the authors was to develop a practical access to 5, which is a key intermediate in the synthesis of silanediol-based protease inhibitors. Not only did they succeed in this objective, but more importantly, they also described the ambiphilic reactivity of this intermediate. It was shown to behave as both an electrophile and a nucleophile and lead to a variety of adducts (6-10).