Tetrahedron Letters

Interaction of t-butyllithium and triphenylmethylenephosphoranes

K Korth, J Sundermeyer

文献索引：Korth, Karsten; Sundermeyer, Joerg Tetrahedron Letters, 2000 , vol. 41, # 29 p. 5461 - 5464

被引用次数: 9

摘要

NMR experiments show that a directed ortho-metalation occurs at one of the aromatic rings of triphenylmethylenephosphoranes (Ph3P-CHR, R= H, Me) when the phosphorus ylide is treated with 1 equiv. t-BuLi. If pre-coordination of t-BuLi is inhibited by a sterically demanding and electron-withdrawing substituent (R= SiMe3) no metalation is observed.

An efficient synthesis of (22E, 25R)-1α, 25, 26-trihydroxy-Δ...

[Okabe, Masami; Sun, Ruen-Chu Tetrahedron Letters, 1993 , vol. 34, # 41 p. 6533 - 6536]

New evidence for and new reactions of ortho-lithio ylids

[Schaub, Bruno; Schlosser, Manfred Tetrahedron Letters, 1985 , vol. 26, # 13 p. 1623 - 1626]

Ortho-lithiation of triphenylphosphonio-methylid and, also, ...

[Schaub, Bruno; Jenny, Titus; Schlosser, Manfred Tetrahedron Letters, 1984 , vol. 25, # 37 p. 4097 - 4100]