… by regioselective benzannulation of aryl (gem-dihalogenocyclopropyl) methanols: application to the total synthesis of the lignan lactones, justicidin E and taiwanin C 1
…, Y Nishii, T Yoshida, N Utsumi, G Suzukamo
Index: Tanabe, Yoo; Seko, Shinzo; Nishii, Yoshinori; Yoshida, Taichi; Utsumi, Naoka; Suzukamo, Gohfu Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 17 p. 2157 - 2165
Full Text: HTML
Citation Number: 28
Abstract
Acid treatment of two types of aryl (gem-dihalogenocyclopropyl) methanols (ADCMs) 1 and 3 gives α-and β-halogenonaphthalenes in good yields with excellent selectivity. These alternative annulations involve two distinctive types of highly regioselective acid-induced cyclopropane ring cleavage, wherein the preferential formation of more stable cationic intermediates determines the selectivity. The stereochemical mode of both the preparation ...
Related Articles:
[Park, Ju-Eun; Lee, Juyeun; Seo, Seung-Yong; Shin, Dongyun Tetrahedron Letters, 2014 , vol. 55, # 4 p. 818 - 820]
[Flanagan, Stuart R; Harrowven, David C; Bradley, Mark Tetrahedron, 2002 , vol. 58, # 30 p. 5989 - 6001]
[Flanagan, Stuart R; Harrowven, David C; Bradley, Mark Tetrahedron, 2002 , vol. 58, # 30 p. 5989 - 6001]
[Flanagan, Stuart R; Harrowven, David C; Bradley, Mark Tetrahedron, 2002 , vol. 58, # 30 p. 5989 - 6001]
[Flanagan, Stuart R; Harrowven, David C; Bradley, Mark Tetrahedron, 2002 , vol. 58, # 30 p. 5989 - 6001]