Intramolecular variants of aminomethano desilylation: Reactions of in situ generated immonium ions with allylsilanes

Author:

Grieco Paul A.,Fobare William F.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference11 articles.

1. Reactions of allylsilanes with simple iminium salts in water: A facile route to piperidines via a aminomethano desilylation-cyclization process

2. Amino allylsilane 2 was prepared via a four-step sequence in approximately 60% overall yield starting from 4-tetrahydropyranyloxybutanal [1. (C6H5)3 PCHCH2SiMe3,3 THF; 2. PPTS,4 EtOH; 3. TsCl, Et3N, CH2Cl2; 4. C6H5CH2NH2, THF].

3. Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols

4. All new compounds have been fully characterized spectrally and have elemental composition determined by high-resolution mass spectrometry and/or combustion analysis.

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