Synthesis of aziridinomitosenes through base-catalyzed conjugate addition

被引:19
作者
Tsuboike, K [1 ]
Guerin, DJ [1 ]
Mennen, SM [1 ]
Miller, SJ [1 ]
机构
[1] Boston Coll, Merkert Chem Ctr, Dept Chem, Chestnut Hill, MA 02467 USA
关键词
aziridinomitosene; conjugate addition; peptide; organocatalyst;
D O I
10.1016/j.tet.2004.06.022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of an aziridinomitosene core structure that relies on a facile tertiary-amine base-catalyzed azide conjugate addition is reported. Straightforward derivatization of the conjugate addition product affords the desired mitomycin ring system. Initial catalyst screens have identified peptides that afford the product with modest enantioselectivities. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7367 / 7374
页数:8
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