Synthesis of Cyclobakuchiols A, B, and C by Using Conformation??Controlled Stereoselective Reactions

H Kawashima, Y Kaneko, M Sakai…

文献索引：Kawashima, Hidehisa; Kaneko, Yuki; Sakai, Masahiro; Kobayashi, Yuichi Chemistry - A European Journal, 2014 , vol. 20, # 1 p. 272 - 278

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被引用次数: 7

摘要

Abstract Cyclohexanone with the pMeOC 6 H 4 and CH 2 [DOUBLE BOND] C (Me) substituents at the C3 and C4-positions was prepared from (+)-β-pinene and converted to the allylic picolinate by a Masamune–Wittig reaction followed by reduction and esterification. Allylic substitution of this picolinate with Me 2 CuMgBr⋅ MgBr 2 in the presence of ZnI 2 proceeded with γ regio-and stereoselectively to afford the quaternary carbon center on the ...