I2-Mediated Diversity Oriented Diastereoselective Synthesis of Amino Acid Derived trans-2,5-Disubstituted Morpholines, Piperazines, and Thiomorpholines

被引：31

作者：

Bera, Saurav ^{[1
]}

Panda, Gautam ^{[1
]}

机构：

[1] CSIR, Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India

来源：

ACS COMBINATORIAL SCIENCE | 2012年 / 14卷 / 01期

关键词：

amino acids; morpholines; piperazines; thiomorpholines; diastereoselective reaction; STEREOSELECTIVE-SYNTHESIS; DERIVATIVES; PIPERIDINES;

D O I：

10.1021/co200129t

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Diastereoselective trans-2,5-disubstituted amino acids derived diverse morpholines, piperazines and thiomorpholines were prepared in 30 min-1 h with high yields through iodine-mediated 6-exotrig type cyclization from a single common synthetic intermediate. The displacement of iodine with hydride ion gave a methyl substituent at the 2-position of morpholines which provides an additional opportunity for diversity oriented nucleophilic substitution on the rings as well as incorporation of substituents at the 5-position from amino acids constituents.

引用

页码：1 / 4

页数：4

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