A Unified Synthetic Approach to Polyketides Having Both Skeletal and Stereochemical Diversity

详细信息    查看全文

• 作者：Shiying Shang ; Hayato Iwadare ; Daniel E. Macks ; Lisa M. Ambrosini ; Derek S. Tan
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：May 10, 2007
• 年：2007
• 卷：9
• 期：10
• 页码：1895 - 1898
• 全文大小：101K
• 年卷期：v.9,no.10(May 10, 2007)
• ISSN：1523-7052

文摘

pn00001>

journals/orlef7/9/i10/figures/ol070405pn00001.gif" ALIGN="left" HSPACE=5>

An efficient systematic approach to the diversity-oriented synthesis of polyketides has been developed to provide both skeletal and stereochemicaldiversity. Each synthetic intermediate is also a desired polyketide fragment and no protecting group manipulations are required. A first-generation synthesis provides a 74-membered polyketide library comprising six different skeletal classes, each in one to five steps frompropargylic alcohol precursors. A study of epoxyol opening reactions revealed unusual reactivity trends based on epoxide configuration.