Simple and selective method for aldehydes (RCHO). fwdarw.(E)-haloalkenes (RCH: CHX) conversion by means of a haloform-chromous chloride system

K Takai, K Nitta, K Utimoto

Index: Takai, Kazuhiko; Nitta, Kenji; Utimoto, Kiitiro Journal of the American Chemical Society, 1986 , vol. 108, # 23 p. 7408 - 7410

Full Text: HTML

Citation Number: 737

Abstract

" The aldehyde (1.0 mmol) was treated with haloform (2.0 mmol) and CrCI2 (6.0 mmol) in THF. blsolated yields.'The isomeric ratios of the alkenyl halides were determined by GLPC or NMR. dA combination of CrBr, and LiAIH4 (1: 0.5 molar ratio) was employed instead of CrCI,.'Eight millimole of the Cr (I1) reagent was used per millimole of the aldehyde. fkopulegol, the ene-reaction product of citronellol, was produced as a byproduct. gThe E/Z ...

Related Articles:

Synthesis of (Z)-1-bromo-1-alkenes and terminal alkynes from anti-2, 3-dibromoalkanoic acids by microwave-induced reaction

[Kuang, Chunxiang; Yang, Qing; Senboku, Hisanori; Tokuda, Masao Tetrahedron, 2005 , vol. 61, # 16 p. 4043 - 4052]

An Efficient, Overall [4+ 1] Cycloadditon of 1, 3??Dienes and Nitrene Precursors

[Wu, Qiong; Hu, Jian; Ren, Xinfeng; Zhou, Jianrong Chemistry - A European Journal, 2011 , vol. 17, # 41 p. 11553 - 11558]

Tris (trimethylsilyl) silane: an efficient hydrosilylating agent of alkenes and alkynes

[Kopping, B.; Chatgilialoglu, C.; Zehnder, M.; Giese, B. Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3994 - 4000]

On the Origin of E/Z Selectivity in the Modified Julia Olefination–Importance of the Elimination Step

[Robiette, Raphael; Pospisil, Jiri European Journal of Organic Chemistry, 2013 , # 5 p. 836 - 840]

Palladium-catalyzed diastereoselective syntheses of (E)-1-trimethylsilyl-2-alkenes,(E)-1-trimethylsilyl-1-alken-3-ynes,(1E, 5E)-1-trimethylsilyl-1, 5-alkadien-3-ynes,(1E, …

[Andreini, Bianca Patrizia; Carpita, Adriano; Rossi, Renzo; Scamuzzi, Barbara Tetrahedron, 1989 , vol. 45, # 17 p. 5621 - 5640]

More Articles...