Synthesis p. 229 - 234 (1992)
Update date:2022-08-02
Topics:
Denmark
Kim
A large-scale and practical synthesis of (dl)-1,3-diphenyl-1,3-propanediamine (1) has been achieved by a highly diastereoselective phenylcerium dichloride addition to 1-tert-butoxycarbonyl-4,5-dihydro-5-phenylpyrazole (3). Alkylcerium addition reaction to the corresponding 5-alkyl substituted 1-Boc-4,5-dihydropyrazoles was less satisfactory mainly giving ring-cleaved products. Further elaboration of the diamine 1 to the N-substituted derivatives 8a-f bearing N-methyl, N-ethyl, N-isopropyl, N-neopentyl, N-benzyl, and N-mesitylmethyl groups is described.
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Doi:10.1016/0008-6215(92)80040-8
(1992)Doi:10.1021/ol502131r
(2014)Doi:10.1080/15257779508012439
(1995)Doi:10.1080/00397919208020844
(1992)Doi:10.1016/j.molstruc.2021.130669
(2021)Doi:10.1039/DT9920000787
(1992)