Intramolecular Nozaki-Hiyama-Kishi reactions and Ln(III)-catalyzed allylic rearrangement as the key steps towards 10-membered ring enediynes

被引：17

作者：

Dai, WM ^{[1
]}

Wu, AX ^{[1
]}

Hamaguchi, W ^{[1
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Chem, Kowloon, Hong Kong, Peoples R China

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 25期

关键词：

alkynyl halides; diynes; lanthanides; rearrangement;

D O I：

10.1016/S0040-4039(01)00707-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general and facile synthesis of the 3-substituted 10-membered ring enediynes 18-22 from the aldehydes 8 and 15 has been established by utilizing the intramolecular Nozaki-Hiyama-Kishi reaction and the lwanthanide(III)-catalyzed rearrangement of allylic alkoxyacetates as the key steps. This work provides ready access to the (E)-3-acyloxy-4-(arylmethylidene)cyclodeca-1,5-diynes, which can be converted into the bioactive enediynes under physiological conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：4211 / 4214

页数：4

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