The Journal of Organic Chemistry

Formation and electrophilic reactions of benzeneselenenyl p-toluenesulfonate. Preparation and properties of addition products with acetylenes

TG Back, KR Muralidharan

Index: Back, Thomas G.; Muralidharan, K. Raman Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2781 - 2787

Full Text: HTML

Citation Number: 20

Abstract

Benzeneselenenyl p-toluenesulfonate (1) was generated in situ by the reaction of silver p- toluenesulfonate with benzeneselenenyl chloride in acetonitrile. The reagent reacted with acetylenes by electrophilic 1, a-addition to afford the & (phenylseleno) vinyl p- toluenesulfonates 2-12, generally in high yield. The latter were formed preferentially by anti addition, but with poor regioselectivity, unless a strongly orienting group (eg, phenyl) was ...

Related Articles:

Direct reductive amination versus hydrogenation of intermediates–A comparison

[Advanced Synthesis and Catalysis, , vol. 346, # 5 p. 561 - 565]

An unexpected ruthenium complex and its unique behavior as catalyst in dynamic kinetic resolution of secondary alcohols

[Chen, Qihui; Yuan, Chengye Chemical Communications, 2008 , # 42 p. 5333 - 5335]

Direct reductive amination versus hydrogenation of intermediates–A comparison

[Advanced Synthesis and Catalysis, , vol. 346, # 5 p. 561 - 565]

Bis (benzene) chromium: a pre-catalyst for the hydrosilation of ketones and aldehydes, and for the dehydrocoupling of triphenylsilane with primary alcohols†

[Bideau, Franck Le; Henique, Josette; Samuel, Edmond; Elschenbroich Chemical Communications, 1999 , # 15 p. 1397 - 1398]

Metal− Brønsted acid cooperative catalysis for asymmetric reductive amination

[Journal of the American Chemical Society, , vol. 131, p. 6967 - 6969]

More Articles...