Organic letters

Si-Based Benzylic 1, 4-Rearrangement/Cyclization Reaction

BM Trost, A Bertogg

Index: Trost, Barry M.; Bertogg, Andreas Organic Letters, 2009 , vol. 11, # 3 p. 511 - 513

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Citation Number: 7

Abstract

The initial observation evolved from our efforts to examine a Peterson-style olefination as shown in Figure 1, path A. Surprisingly, none of the expected enoate was observed. The mass spectrum and elemental analysis indicated a molecular formula of C 17 H 20 O 2 Si. The infrared spectrum showed no carbonyl peaks. Combined with the 1 H and 13 C NMR spectra, the only structure that can be assigned is depicted as 3a (see Table 1) which was further confirmed by ...

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