Efficient construction of novel α-keto spiro ketal and the total synthesis of (±)-terreinol

被引：33
作者：
Wei, WG [1 ]
Zhang, YX [1 ]
Yao, ZJ [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON | 2005年 / 61卷 / 50期
基金：
中国国家自然科学基金;
关键词：
Aspergillus terreus; catalyst; iodoetherification;
D O I：
10.1016/j.tet.2005.09.068
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first total synthesis of (+/-)-terreinol is described. An intramolecular Pd(II)-catalyzed cycloisomerization of a 2-(1'-alkynyl)benzyl alcohol via an apparent 6-endo diagonal pathway led to the 1H-isochromene ring system, which was further converted to the desired spiro ketal via an iodine-mediated intramolecular spiro-cyclization. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：11882 / 11886
页数：5
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