Tetrahedron Letters

Chemoselective methylenation with a methylenedianion synthon

T Okazoe, J Hibino, K Takai, H Nozakil

Index: Okazoe, Takashi; Hibino, Jun-ichi; Takai, Kazuhiko; Nozaki, Hitosi Tetrahedron Letters, 1985 , vol. 26, # 45 p. 5581 - 5584

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Citation Number: 68

Abstract

The combination of CH 2 I 2 -ZN-Ti(O i Pr) 4 or CH 2 I 2 -ZN-Me 3 Al is effective for the selective methylenation of aldehydes. Seletive methylenation of a ketone group is performed by pretreatment of a substrate with Ti(NET 2 ) 4 . ... J. Hibino, T. Okazoe, K. Takai and H. Nozaki, see the previous paper. ... Bp 95°C (bath temp, 4 Torr); IR (neat): 3076, 2926, 2852, 1717, 1640, 1358, 993, 909 cm −l ; NMR (CCl 4 ): δ1.15–1.68 (m, 12H), 2.00 (s, 3H), 1.76–2.17 (m, 2H), 2.31 (t, J =7 ...