Studies on the Dehydro-rearrangment Reaction of Eudesma-4, 11-en-3,9-diones′ Analogues with DDQ

Chem. J. Chinese Universities ›› 2003, Vol. 24 ›› Issue (7): 1234.

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Studies on the Dehydro-rearrangment Reaction of Eudesma-4, 11-en-3,9-diones′ Analogues with DDQ

CHEN Jin-Chun, ZHANG Chen, ZHENG Guo-Jun, LI Yu-Lin

State Key Laboratory of Applied Organic Chemistry, Institute of Organic Chemistry, Lanzhou University, Lanzhou 730000, China

Received:2002-06-27 Online:2003-07-24 Published:2003-07-24

Abstract

Abstract: 14-Noreudesma-4,11-dien-3,9-diones′ analogues were treated with DDQ in dioxane and afforded the rearranged aromatic products. The similar compounds to eudesma-4,11-dien-3,9-diones had no reaction. 9-Actoxy-14-noreudesma-4,11-dien-3-ones, 9-actoxy-eudesma-4,11-dien-3-ones and their analogues yielded the normal 1,2-dehydro-products. The mechanism of the rearrangement was discussed.

Key words: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone(DDQ), Dehydro-rearrangement reaction, Eudesmane, Mechanism

CLC Number:

O621.3⁺4

TrendMD:

CHEN Jin-Chun, ZHANG Chen, ZHENG Guo-Jun, LI Yu-Lin . Studies on the Dehydro-rearrangment Reaction of Eudesma-4, 11-en-3,9-diones′ Analogues with DDQ[J]. Chem. J. Chinese Universities, 2003, 24(7): 1234.

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Studies on the Dehydro-rearrangment Reaction of Eudesma-4, 11-en-3,9-diones′ Analogues with DDQ

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