Synthetic approaches towards phorbols via the ultra-high-pressure mediated intramolecular Diels-Alder reaction of furans (IMDAF):: effect of furan substitution

被引：22

作者：

Brickwood, AC

Drew, MGB

Harwood, LM ^{[1
]}

Ishikawa, T

Marais, P

Morisson, V

机构：

[1] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England

[2] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 08期

关键词：

D O I：

10.1039/a900337a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tricyclic structures having the functionality and stereochemistry inherent in phorbol and its analogues may be rapidly constructed by an ultra-high pressure IMDAF reaction. The nature of the 2-thioether substituent on the furan diene is critical for the success of the key cycloaddition reaction.

引用

页码：913 / 921

页数：9

共 67 条

[1]

AINSLIE JR, 1937, LIST PLANTS NATIVE M, P27

[2]

Bohm R., 1935, Arch. Exp. Pathol., V177, P212

[3]

Burness D. M., 1959, ORG SYNTH, V39, P49

[4]

Burrell SJ, 1985, TETRAHEDRON LETT, V26, P2229