The efficient direct synthesis of N,O-Acetal compounds as key intermediates of discorhabdin A:: Oxidative fragmentation reaction of α-amino acids or β-amino alcohols by using hypervalent iodine(III) reagents

The efficient direct synthesis of N,O-Acetal compounds as key intermediates of discorhabdin A:: Oxidative fragmentation reaction of α-amino acids or β-amino alcohols by using hypervalent iodine(III) reagents
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DOI:
10.1002/chem.200501635
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发表时间:
2006-06-14
影响因子:
4.3
通讯作者:
Kita, Yasuyuki
Kita, Yasuyuki
中科院分区:
化学2区
文献类型:
--
作者:
Harayama, Yu;Yoshida, Masako;Kita, Yasuyuki

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高价碘(m)试剂容易获得、易于处理、毒性低且与重金属试剂具有相似的反应活性,因此可用于各种氧化反应。已有报道使用双(三氟乙酰氧基)碘(III)五氟苯(C6F5I(OCOCF3)(2))氧化裂解炔烃或羰基化合物。([1])本文中,通过α-氨基酸或β-氨基醇的氧化裂解反应,高效直接合成NO-缩醛化合物作为discorhabdin A的关键中间体描述了 C6F5I(OCOCF3)(2)。
Hypervalent iodine(m) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbonyl compounds by using bis(trifluoroacetoxy)iodo(III) pentafluoro-benzene (C6F5I(OCOCF3)(2)) has been reported.([1]) Herein, the efficient direct synthesis of NO-acetal compounds as key intermediates of discorhabdin A, by the oxidative fragmentation reaction of alpha-amino acids or beta-amino alcohols by using C6F5I(OCOCF3)(2), is described.