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Volumn , Issue 11, 2009, Pages 1674-1678

Towards the synthesis of 3-silapiperidines

Author keywords

Dianions; Diastereoselectivity; Isomerization; Nucleophilic substitution; Silacycles

Indexed keywords


EID: 63849302876     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200801197     Document Type: Article
Times cited : (14)

References (95)
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    • 2O) test reaction run in parallel under the same double deprotonation conditions unambiguously led to the formation of 3-(Z)-deuterio-N-phenylallylamine as the unique product. The incorporation of deuterium reached 91% and was totally regio- and Z-stereoselective.
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    • 17NSi: C 70.88, H 8.43, N 6.89; found: C 70.82, H 8.53, N, 6.95.
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    • The direct dropwise addition of methyl chloroformate to anion E resulted in a complex mixture in which neither starting material 5 nor the expected a-aminoester 9 were to be found. Undesired subsequent side reactions involving compound 9 and anion E are suspected to have occurred.
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