Highly Diastereoselective Katsuki−Jacobsen Oxidation−Epoxidation of α-Silyloxy Sulfinyl Dienes: Synthetic Applications

详细信息    查看全文

• 作者：Roberto Ferná ; ndez de la Pradilla ; Alejandro Castellanos ; Iñ ; aki Osante ; Ignacio Colomer ; Mateo I. Sá ; nchez
• 刊名：Journal of Organic Chemistry
• 出版年：2009
• 出版时间：January 2, 2009
• 年：2009
• 卷：74
• 期：1
• 页码：170-181
• 全文大小：473K
• 年卷期：v.74,no.1(January 2, 2009)
• ISSN：1520-6904

文摘

Katsuki−Jacobsen oxidation−epoxidation of acyclic α-silyloxy sulfinyl dienes, followed by acid-promoted cyclization, leads to 2,5-trans-sulfonyl dihydrofurans with good selectivities. As an application, the formal syntheses of (6S,7S,9R,10R)- and (6S,7S,9S,10S)-6,9-epoxynonadec-18-ene-7,10-diols is reported.