88996-10-5Relevant articles and documents
INTRAMOLECULAR REACTIONS OF-PROPYNYLSILANES WITH N-ACYLIMINIUM; CUPRATES SN2' REACTIONS OF THE ALLENIC PRODUCTS AS A ROUTE TO TRANS-FUSED CARBOBICYCLES
Klaver, Wim J.,Moolenaar, Marinus J.,Hiemstra, Henk,Speckamp, W. Nico
, p. 3805 - 3818 (2007/10/02)
Intramolecular acid-assisted reactions of 2-propynylsilanes with cyclic N-acyliminium ion precursors lead to bridged azabicyclic systems 34-45 (Table I), containing the uncommon α-allenic amide funcionality.After introduction of a tert-butoxycarbonyl or a
A novel synthetic route to 6-azabicyclooct-3-enes via silicon directed N-acyliminium chemistry. Synthesis of (+/-)-gabaculine
Hiemstra, Henk,Klaver, Wim J.,Speckamp, W. Nico
, p. 299 - 306 (2007/10/02)
Alkylation of the lithium enolate, derived from 5-ethoxy-2-pyrrolidone 1 (Scheme 1), using alkyl halides containing either the vinylsilane or 2-propynylsilane moiety, provides substrates 3 for cyclization studies passing through N-acyliminium intermediate
ω-Alkoxy Lactams as Dipolar Synthons. Silicon-Assisted Synthesis of Azabicycles and a γ-Amino Acid
Hiemstra, Henk,Klaver, Wim J.,Speckamp, W. Nico
, p. 1149 - 1151 (2007/10/02)
Alkylation of the lithium enolates derived from ω-alkoxy lactams 1a-c with unsaturated iodides 4 affords 5 in high yields (Table I).Those alkylation products 5, which contain an allyl- or propargylsilane moiety, undergo cyclization on acid treatment to fu