A DIASTEREOSELECTIVE SYNTHESIS OF (DL)-1,3-DIPHENYL-1,3-PROPANEDIAMINES

被引：0
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作者：
DENMARK, SE
KIM, JH
机构：
来源：
SYNTHESIS-STUTTGART | 1992年 / 1-2期
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中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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 8 a-f bearing N-methyl, N-ethyl, N-isopropyl, N-neopentyl, N-benzyl, and N-mesitylmethyl groups is described.
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页码：229 / 234
页数：6
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