Studies on steroidal plant-growth hormones V: Spectrochemistry of aldol reaction of steroidal aldehyde with 3-methylbut-2-enolide anion

Acta Chimica Sinica ›› 1988, Vol. 46 ›› Issue (6): 598-603. Next Articles

Original Articles

甾体植物生长激素合成的研究V: 甾体醛与3-甲基丁烯-2-内酯醛醇反应的立体化学

周维善;田伟生;郑虎;赵旭阳

中国科学院上海有机化学研究所;华西医科大学药学院

发布日期:1988-06-15

Studies on steroidal plant-growth hormones V: Spectrochemistry of aldol reaction of steroidal aldehyde with 3-methylbut-2-enolide anion

ZHOU WEISHAN;TIAN WEISHENG;ZHENG HU;ZHAO XUYANG

Published:1988-06-15

Abstract

The relation between stereochem. of products and temperature in the aldol reaction of the steroidal aldehyde I with the 3-methylbut-2-enolide anion has been studied. The most suitable reaction temperature (-78? has been found in this aldol reaction to give the major product, (22R,23R)-II, which is the key intermediate for the synthesis of the side chain of brassinolide and its analogs.

Key words: LACTONES, PHYTOHORMONE, STEROIDS, PROTON MAGNETIC RESONANCE SPECTROMETRY, STEREOCHEMISTRY, ALDEHYDES, CONFIGURATION, PLANT GROWTH REGULATING SUBSTANCE, BRASSINOLIDE, METHYLBUTENOIC ACID P

CLC Number:

O629

Cite this article

ZHOU WEISHAN;TIAN WEISHENG;ZHENG HU;ZHAO XUYANG. Studies on steroidal plant-growth hormones V: Spectrochemistry of aldol reaction of steroidal aldehyde with 3-methylbut-2-enolide anion[J]. Acta Chimica Sinica, 1988, 46(6): 598-603.

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甾体植物生长激素合成的研究V: 甾体醛与3-甲基丁烯-2-内酯醛醇反应的立体化学

Studies on steroidal plant-growth hormones V: Spectrochemistry of aldol reaction of steroidal aldehyde with 3-methylbut-2-enolide anion

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