Tetrahedron letters

Stereoselective construction of 3a-methylhydrindanes starting from 2, 7-enynol derivatives based on Ti (II)-mediated cyclization and Ru-catalyzed ring-closing …

M Ohkubo, W Uchikawa, H Matsushita, A Nakano…

Index: Ohkubo, Mutsumi; Uchikawa, Wataru; Matsushita, Hitomi; Nakano, Aiko; Shirato, Takayuki; Okamoto, Sentaro Tetrahedron Letters, 2006 , vol. 47, # 29 p. 5181 - 5185

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Citation Number: 6

Abstract

The Ti (II)-mediated cyclization of 3-methyloct-2-en-7-yn-1-ol derivatives 2 proceeded stereoselectively to afford 1-methyl-2-(1-alkylbut-3-enylidene)-1-vinylcyclopentanes 3 after treatment of the resulting alkenyltitaniums with allylbromide in the presence of CuCN, which was readily converted to 3a-methyl-2, 3, 3a, 6-tetrahydro-1H-indenes 1 by the Ru-catalyzed ring-closing metathesis.