Journal of Organic Chemistry p. 7920 - 7926 (1995)
Update date:2022-07-30
Topics:
Madsen, Robert
Roberts, Carmichael
Fraser-Reid, Bert
Primary and secondary amines are readily protected as N-pent-4-enoyl derivatives, the resulting N-pent-4-enamides being usually highly crystalline.Deprotection is rapidly and efficiently effected under mild conditions by treatment with 3 equiv of iodine in aqueous THF solution.Although an oxidizing medium, these deprotection conditions do not affect oxidizable functionalities including p-methoxybenzyl ethers and alkyl sulfides.
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Doi:10.1016/0040-4039(95)01826-4
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(1995)Doi:10.1021/ja00154a049
(1995)Doi:10.1016/0040-4020(95)00881-8
(1995)Doi:10.1021/jo980321h
(1998)Doi:10.1016/j.tet.2017.11.011
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