Diastereoselective Reductive Ring Expansion of Spiroketal Dihydropyranones to cis-Fused Bicyclic Ethers

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• 作者：Liangyu Zhu ; Liyan Song ; Rongbiao Tong
• 刊名：Organic Letters
• 出版年：2012
• 出版时间：December 7, 2012
• 年：2012
• 卷：14
• 期：23
• 页码：5892-5895
• 全文大小：306K
• 年卷期：v.14,no.23(December 7, 2012)
• ISSN：1523-7052

文摘

A novel double cascade synthetic strategy was developed for the diastereoselective syntheses of cis-fused bicyclic ethers, featuring cascade Achmatowicz rearrangement/spiroketalization and cascade spiroketal reduction/oxa-Michael cyclization. Especially, the chemo-, regio-, and diastereoselective reduction of densely functionalized spiroketal dihydropyranones, followed by oxa-Michael cyclization in a one-pot fashion, was achieved.