From macrocycle dipeptide lactams to azabicyclo[X.Y.0]alkanone amino acids: a transannular cyclization route for peptide mimic synthesis.

From macrocycle dipeptide lactams to azabicyclo[X.Y.0]alkanone amino acids: a transannular cyclization route for peptide mimic synthesis.
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从大环二肽内酰胺到氮杂双环[X.Y.0]烷酮氨基酸:模拟肽合成的跨环环化途径。

DOI:
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发表时间:
2006
期刊:
影响因子:
5.2
通讯作者:
W. Lubell
W. Lubell
中科院分区:
化学1区
文献类型:
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作者:
Simon Surprenant;W. Lubell

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[反应:见正文]大环和稠合双环二肽是模拟不同类型β-转角几何形状的互补基序。大环二肽模拟物已经用作合成其双环对应物的前体,其使用9-和10-元环内酰胺9-12的亲电跨环环化以形成氮杂双环[4.3.0]-和-[5.3.0]烷酮氨基酯13-16。
[reaction: see text] Macrocyclic and fused bicyclic dipeptides are complementary motifs for mimicry of different types of beta-turn geometry. Macrocyclic dipeptide mimics have served as precursors for the synthesis of their bicyclic counterparts using electrophilic transannular cyclizations of 9- and 10-membered ring lactams 9-12 to form azabicyclo[4.3.0]- and -[5.3.0]alkanone amino esters 13-16.