2-(1,3-Dioxan-2-yl)ethylsulfonyl group: A new versatile protecting and activating group for amine synthesis

Organic Letters

Volumn 8, Issue 1, 2006, Pages 71-74

  Sakamoto, Izumi ^a   Izumi, Norimasa ^a   Yamada, Taeko ^a   Tsunoda, Tetsuto ^a  

^a TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

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Indexed keywords

EID: 30944455320     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol052545+     Document Type: Article

References (39)

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33. The results of the reaction of 8 using other Mitsunobu reagents are shown in the Supporting Information as a Table.
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35. The results of the reaction of 9 with primary and secondary alkyl halides under basic conditions are described in the Supporting Information.
36. The reaction of (2S)-2-octanol with 9 and a route for preparation of an authentic sample are shown in the Supporting Information as a Scheme. LC analysis of the product and the authentic sample shown in the Supporting Information reveal that the reaction of 9 proceeded with the complete configurational inversion of (2S)-2-octanol.
37. Deprotection of the Dios group could also be achieved under other acidic conditions, which were often employed for the hydrolysis of 1,3-dioxanes.
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39. The results of the reaction of Dios-amide under these conditions are shown in the Supporting Information.