Stereoselective Synthesis of 尾-(Hydroxymethylaryl/alkyl)-伪-methylene-纬-butyrolactones

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• 作者：David M. Hodgson ; Eric P. A. Talbot ; Barry P. Clark
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：May 20, 2011
• 年：2011
• 卷：13
• 期：10
• 页码：2594-2597
• 全文大小：793K
• 年卷期：v.13,no.10(May 20, 2011)
• ISSN：1523-7052

文摘

Zinc or a chromium(II) source with 3-(bromomethyl)furan-2(5H)-one (3) and an aldehyde gives 尾-(hydroxymethylaryl/alkyl)-伪-methylene-纬-butyrolactones 5 in good yields and high diastereoselectivities. The methodology is demonstrated in concise syntheses of (卤)-hydroxymatairesinol (8) and (卤)-methylenolactocin (10) by subsequent arylboronate conjugate addition and translactonization, respectively.