Strategic Trimethylsilyldiazomethane Insertion into pinB-SR Followed by Selective Alkylations

Marc G. Civit, Jordi Royes, Christopher M. Vogels, Stephen A. Westcott, Ana B. Cuenca, Elena Fernández

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15 Cites (Scopus)

Resum

The insertion of the diazo derivative Me3SiCHN2 into pinB-SR σ bonds (R = Ph, Tol, Bn) allows a direct synthesis of multisubstituted H-C(SR)(Bpin)(SiMe3) compounds. Consecutive base-assisted transformations of HC(S)(B) (Si) systems lead to deborylative alkylations, Sommelet-Haüser rearrangements, and deprotoalkylations. Intramolecular cyclizations can be selectively performed either via desilylative or deborylative manifolds by fine-tuning the base employed.

Idioma originalAnglès
Pàgines (de-a)3830-3833
Nombre de pàgines4
RevistaOrganic Letters
Volum18
Número15
DOIs
Estat de la publicacióPublicada - 5 d’ag. 2016
Publicat externament

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