A novel total synthesis of (+)-himbacine, a potent antagonist of the muscarinic receptor of M2 subtype

被引:49
作者
Takadoi, M [1 ]
Katoh, T [1 ]
Ishiwata, A [1 ]
Terashima, S [1 ]
机构
[1] Sagami Chem Res Ctr, Sagamihara, Kanagawa 2290012, Japan
关键词
alkaloids; stereocontrol; Diels-Alder reaction; natural products;
D O I
10.1016/S0040-4039(99)00473-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title total synthesis was achieved by a method featuring highly stereoselective intermolecular Dials-Alder reaction of the tetrahydroisobenzofuran 5 with the chiral butenolide 6 as the key step. The cycloadduct 4 was converted to the title alkaloid by way of the known sulfone 2 in 17 steps. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3399 / 3402
页数:4
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