139215-50-2Relevant articles and documents
N-bis-silylation of α-amino acids: "benzostabases" as amino protecting group
Cavelier-Frontin, Florine,Jacquier, Robert,Paladino, Joseph,Verducci, Jean
, p. 9807 - 9822 (2007/10/02)
N-Bis-trimethylsilylation of α-amino acids using the powerful trimethylsilyl triflate reagent is difficult, and is rendered impossible in the case of bulky side-chains (valine). However, favorable entropy changes resulting from a cyclization reaction allow the formation of "benzostabase" N-diprotections regardless of the side-chain bulk.