1967
DOI: 10.1007/bf00768090
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Spectrophotometric determination of securinine nitrate

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“…To accomplish the total synthesis of securinine, diene 20 was oxidized at the allylic position with chromium trioxide and 3,5-dimethylpyrazole at −20 °C to provide lactone 21 . Finally, allylic bromination of 21 with NBS and AIBN, followed by removal of the protecting group with TFA and subsequent cyclization of the resulting amino bromide with potassium carbonate furnished (−)-securinine 1 , mp 142−143 °C ( n -hexane) (lit . mp 139−141 °C; lit …”
mentioning
confidence: 99%
“…To accomplish the total synthesis of securinine, diene 20 was oxidized at the allylic position with chromium trioxide and 3,5-dimethylpyrazole at −20 °C to provide lactone 21 . Finally, allylic bromination of 21 with NBS and AIBN, followed by removal of the protecting group with TFA and subsequent cyclization of the resulting amino bromide with potassium carbonate furnished (−)-securinine 1 , mp 142−143 °C ( n -hexane) (lit . mp 139−141 °C; lit …”
mentioning
confidence: 99%