Cyclic nitriles: Diastereoselective alkylations

FF Fleming, S Gudipati, Z Zhang, W Liu…

Index: Fleming, Fraser F.; Zhang, Zhiyu; Liu, Wang; Knochel, Paul Journal of Organic Chemistry, 2005 , vol. 70, # 6 p. 2200 - 2205

Full Text: HTML

Citation Number: 29

Abstract

Diastereoselective alkylations of metalated conformationally locked 4-tert- butylcyclohexanecarbonitrile are highly diastereoselective with magnesium and copper counterions but only modestly diastereoselective with lithium as the counterion. Selective generation of diverse metalated nitriles is readily achieved through bromine-magnesium,- copper, and-lithium exchange reactions of the corresponding bromonitrile or, for lithium, ...

Related Articles:

Nitrile Alkylations through Sulfinyl–Metal Exchange

[Nath, Dinesh; Fleming, Fraser F. Angewandte Chemie - International Edition, 2011 , vol. 50, # 49 p. 11790 - 11793]

Metalated Nitriles: Organolithium,-magnesium, and-copper Exchange of α-Halonitriles

[Journal of Organic Chemistry, , vol. 70, # 6 p. 2200 - 2205]

Methyldialkylcyanodiazenecarboxylates as intermediates for transforming aliphatic ketones into nitriles

[Journal of Organic Chemistry, , vol. 42, p. 2001 - 2003]

Methyldialkylcyanodiazenecarboxylates as intermediates for transforming aliphatic ketones into nitriles

[Journal of Organic Chemistry, , vol. 42, p. 2001 - 2003]

Methyldialkylcyanodiazenecarboxylates as intermediates for transforming aliphatic ketones into nitriles

[Journal of Organic Chemistry, , vol. 42, p. 2001 - 2003]

More Articles...