A Catalytic Carbon–Phosphorus Ylide Reaction: Phosphane-Catalyzed Annulation of Allylic Compounds with Electron-Deficient Alkenes†
Yishu Du Dr.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorXiyan Lu Prof.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorChunming Zhang Dr.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorYishu Du Dr.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorXiyan Lu Prof.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorChunming Zhang Dr.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Fax: (+86) 21-6416-6128
Search for more papers by this authorThis work was funded by the Major State Basic Research Program (grant G2000077502-A). We also thank the National Natural Science Foundation of China and the Chinese Academy of Sciences for financial support.
Graphical Abstract
Leicht verfügbare Edukte, hohe Selektivität – dies sind die attraktiven Merkmale der Titelreaktion. Bromid-, Acetat- und tert-Butylcarbonat-Derivate von durch eine Morita-Baylis-Hillman-Reaktion erhaltenen Addukten reagieren mit PPh3 zu Allylyliden. Die phosphankatalysierte Anellierung der Ylide mit elektronenarmen Alkenen ergibt stereoselektiv funktionalisierte Cyclopentene [Gl. (1)]. X=Br, OAc, OBoc; E=CO2Et.
Supporting Information
Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2001/2003/z50449_s.pdf or from the author.
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