A FACILE ACCESS TO SUBSTITUTED INDENO[1,7-BC]FURANS

被引：0
|
作者：
PFOERTNER, KH
ENGLERT, G
SCHOENHOLZER, P
机构：
[1] Pharma Division, Preclinical Research, F. Hoffmann-La Roche Ltd.
[2] Pharma Division, New Technologies, F. Hoffmann-La Roche Ltd.
来源：
TETRAHEDRON | 1993年 / 49卷 / 44期
关键词：
4-OXO-BETA-IONONE; HCN ADDITION; INDENO[1,7-BC]FURANS;
D O I：
10.1016/S0040-4020(01)80195-2
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of 4-oxo-beta-ionone 1 with 2 eq. HCN from NaCN in MeOH leads in excellent yield stereospecifically to a cis-fused tricyclic ring system of the indeno[1,7-bc]furan type 5. Acid catalyzed hydrolysis of the imino group in 5 gives lactone 6a which was used to determine the basic structure of the new indeno[1, 7-bc]furans by X-ray analysis. The new compounds were fully characterized by H-1 and C-13 NMR and the assignments supported by NOE (6a) and H-1-detected one-bond and multiple-bond H-1, C-13-COSY (6a-c).
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收藏
页码：9987 / 9994
页数：8
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