A convenient synthesis of chiral nonracemic vinyl aziridines

Organic Letters

Volumn 6, Issue 14, 2004, Pages 2377-2380

  Morton, Daniel ^a   Pearson, David ^b,c   Field, Robert A ^a   Stockman, Robert A ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

^b Millenium Pharmaceuticals   (United States)

^c Inpharmatica Ltd   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; BROMINE DERIVATIVE; IMINE; VINYL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHIRALITY; DIASTEREOISOMER; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 3242726231     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049252l     Document Type: Article

References (36)

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36. The deprotection reaction requires careful monitoring by TLC and use of freshly made saturated HCl gas in dioxan solution. The use of excess HCl in dioxan for extended periods (over 10 minutes) results in clean ring-opening of the aziridinium salt by chloride at the carbon bearing the vinyl group.