Indirect monoalkylation of primary and secondary amines by reductive decyanation of α-aminonitriles with sodium cyanoborohydride-mercury bis(trifluoroacetate)

Tetrahedron

Volumn 52, Issue 33, 1996, Pages 10835-10840

  Sassaman, Mark B ^a  

^a NATIONAL INSTITUTES OF HEALTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; PIPERIDINE DERIVATIVE;

ALKYLATION; ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0030581385     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00631-X     Document Type: Article

References (15)

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3. 3. Lane, C.F. Synthesis 1975, 135.
4. 4. International Union of Pure and Applied Chemistry, "Revision of the Extended Hantzch-Widman System of Nomenclature for Heteromonocycles", (Recommendations 1982), Pure Appl. Chem. 1983, 55, 410.
5. 5. Conversion was complete, although 2.5% of the isolated product was the spirocyclic hemiaminal (oxazolidine) by attack of the oxygen on the iminium intermediate.
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7. 7. Zhu, Q.-C.; Hutchins, R.O.; Hutchins, M.K. Org. Prep. Proc. Int. 1994, 26, 193.
8. 2O/20 mL MeOH and kept at reflux 60 min. After cooling to room temperature and filtering, volatiles were removed and the product extracted into ethyl acetate.
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