高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 273.

• Organic Synthesis Chemistry • 上一篇    下一篇

Trimethylaluminium Mediated Rearrangement-addition Reaction of Trisubstituted Gibberellin Epoxides

Anqi Chen1, Christine L. Willisb2   

  1. 1. Department of Chemistry, Xiamen University, Xiamen, Fujian 361005;
    2. School of Chemistry, University of Bristol, Cantock's Close, Bristol, UK BS8 ITS
  • 出版日期:1998-12-31 发布日期:1998-12-31

Trimethylaluminium Mediated Rearrangement-addition Reaction of Trisubstituted Gibberellin Epoxides

Anqi Chen1, Christine L. Willisb2   

  1. 1. Department of Chemistry, Xiamen University, Xiamen, Fujian 361005;
    2. School of Chemistry, University of Bristol, Cantock's Close, Bristol, UK BS8 ITS
  • Online:1998-12-31 Published:1998-12-31

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摘要： The gibberellins (GAs) are a group of naturally-occurring tetracyclic diterpenoid plant growth hormones which are essential to the normal growth and development of plants. Over one hundred different GAs have been identified to date and most of these compounds are present in Nature only in minute quantities. Among the biosynthetic pathways of the gibberellins, the oxidation and subsequent removal of carbon-20 in C20-GAS (e.g. 1 and 2) to form C19-GAs (e.g. 3 and 4) is one of the most important process in which GA 20-oxidases are involved1 (Scheme 1). During the course of our investigation into this process, we needed to have access to C20-GAS such as (2) from a more abundant C19-GA such as GA3 (5). A successful route for such transformation may then be adapted for the synthesis of isotopically-labelled C20-GAS for biological studies.

Abstract: The gibberellins (GAs) are a group of naturally-occurring tetracyclic diterpenoid plant growth hormones which are essential to the normal growth and development of plants. Over one hundred different GAs have been identified to date and most of these compounds are present in Nature only in minute quantities. Among the biosynthetic pathways of the gibberellins, the oxidation and subsequent removal of carbon-20 in C20-GAS (e.g. 1 and 2) to form C19-GAs (e.g. 3 and 4) is one of the most important process in which GA 20-oxidases are involved1 (Scheme 1). During the course of our investigation into this process, we needed to have access to C20-GAS such as (2) from a more abundant C19-GA such as GA3 (5). A successful route for such transformation may then be adapted for the synthesis of isotopically-labelled C20-GAS for biological studies.

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