Tetrahedron: Asymmetry

BF 3-induced cyclobutane-opening of verbenone and its deconjugate homolog. Efficient preparation of o-mentha-1, 8-dien-3-one and o-menth-1-en-3-one in optically …

T Kusakari, T Ichiyanagi, H Kosugi, M Kato

文献索引：Kusakari, Takashi; Ichiyanagi, Tsuyoshi; Kosugi, Hiroshi; Kato, Michiharu Tetrahedron Asymmetry, 1999 , vol. 10, # 2 p. 339 - 346

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被引用次数: 6

摘要

Starting with (+)-verbenone, readily obtainable from (+)-nopinone, enantioselective preparation of (S)-(+)-4-isopropenyl-,(S)-(−)-4-isopropyl-and (R)-(+)-4-(1-acetoxy-1- methylethyl)-3-methyl-2-cyclohexen-1-ones was accomplished with little loss of stereochemical integrity via BF3-induced cyclobutane-opening of (+)-4-(methylene) nopinone. As we have developed an efficient chemical transformation of (+)-nopinone into ...