综述与进展

(+)-生物素全合成研究新进展

  • 钟铮 ,
  • 武雪芬 ,
  • 陈芬儿
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  • a 河南中医学院药学院 郑州 450008;
    b 复旦大学化学系 上海 200433

收稿日期: 2012-03-04

  修回日期: 2012-05-14

  网络出版日期: 2012-05-22

基金资助

河南中医学院“博士科研基金”(No. BSJJ2010-28)资助项目.

Recent Progresses in Total Synthesis of (+)-Biotin

  • Zhong Zheng ,
  • Wu Xuefen ,
  • Chen Fener
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  • a School of Pharmcy, Henan University of Traditional Chinese Medicine, Zhengzhou 450008;
    b Department of Chemistry, Fudan University, Shanghai 200433

Received date: 2012-03-04

  Revised date: 2012-05-14

  Online published: 2012-05-22

Supported by

Project supported by the Doctoral Scientific Foundation of Henan University of Traditional Chinese Medicine (No. BSJJ2010-28).

摘要

(+)-生物素是维生素B家族中的一员, 自发现以来对其全合成的报道层出不穷. 在最近十几年中, 数十条新的合成路线和改进方法陆续报道. (+)-生物素全合成策略主要分为两类: 对映选择性合成和立体专一性合成. 前一策略中, 通过各种反应方法对经典的Hoffmann-La-Roche-硫内酯法进行改进和完善, 其中不对称催化合成的方法已成功应用于工业化生产; 在后一策略中, 以L-半胱氨酸为起始原料的合成途径得到了较大发展, 正越来越具有工业意义.

本文引用格式

钟铮 , 武雪芬 , 陈芬儿 . (+)-生物素全合成研究新进展[J]. 有机化学, 2012 , 32(10) : 1792 -1802 . DOI: 10.6023/cjoc1203041

Abstract

(+)-Biotin is one of the B vitamins. The study on total synthesis of (+)-biotin is an incessant pursuit since it was discovered half century ago. During the past ten years great advances in this field have been made. The synthetic approaches toward the target molecule can be classified into two series: the enatioselective syntheses and the stereospecific syntheses. In former approach, modification of the already existed Hoffmann-La-Roche’s lactone-thiolactone approach was further developed in diversified ways, especially the great advance in asymmetric synthesis of the chiral framework of (+)-biotin, which had been put into industrial practice successfully; in terms of the latter approach, L-cysteine or cystine can be regarded as more logical starting materials. Enriched by a plenty of ingenious novel strategies and tactics, this approach evolved more facile and practical than before.

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