Selective Formation of a Z-Trisubstituted Double Bond Using a 1-(tert-Butyl)tetrazolyl Sulfone

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• 作者：Adriana Lorente ; Fernando Albericio ; Mercedes 脕lvarez
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：November 7, 2014
• 年：2014
• 卷：79
• 期：21
• 页码：10648-10654
• 全文大小：353K
• ISSN：1520-6904

文摘

In our effort to gain further insight into the enantioselective synthesis of the structural core of phormidolides B and C, we have discovered the formation of a Z-trisubstituted double bond. Here, we describe a highly selective process that can be applied to our target following a strategy that is based on Julia鈥揔ocienski olefination. The use of 1-(tert-butyl)tetrazolyl sulfone affords the construction of the Z-trisubstituted alkene with high efficiency and stereoselectivity.