Electrophilic amination of racemic and non-racemic allenyltitaniums.: One-pot synthesis of α-hydrazinoalkynes from propargylic alcohol derivatives

被引：27

作者：

An, DK ^{[1
]}

Hirakawa, K ^{[1
]}

Okamoto, S ^{[1
]}

Sato, F ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Biomol Engn, Midori Ku, Kanagawa 2268501, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 19期

关键词：

electrophilic amination; alpha-hydrazinoalkynes; titanium and compounds; asymmetric synthesis;

D O I：

10.1016/S0040-4039(99)00584-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Successive treatment of propargylic carbonates or phosphates with a Ti(O-i-Pr)(4)/2i-PrMgCl reagent and dialkyl azodicarboxylates gave alpha-hydrazinoalkynes in good yields. The reaction, which proceeded with up to 86% chiral transfer, thus has opened up a new route to optically active alpha-hydrazinoalkynes from the optically active propargylic compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3737 / 3740

页数：4

共 14 条

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