Facile transfer of tertiary alkyl groups from boron to carbon in the base-induced reaction of .alpha.,.alpha.-dichloromethyl methyl ether with organoboranes containing tertiary alkyl groups. Novel route to highly hindered trialkylcarbinols involving exceptionally mild conditions

1973 ◽  
Vol 38 (22) ◽  
pp. 3968-3970 ◽  
Author(s):  
Herbert C. Brown ◽  
Jean Jacques Katz ◽  
Bruce A. Carlson
Keyword(s):  
Methyl Ether ◽  
Mild Conditions ◽  
Alkyl Groups ◽  
Tertiary Alkyl ◽  
Induced Reaction

Etherification of phenols by amines via transient diazonium intermediates

2020 ◽  
Vol 98 (9) ◽  
pp. 480-484 ◽  
Author(s):  
Guillaume Reynard ◽  
Hugo Mayrand ◽  
Hélène Lebel
Keyword(s):  
Alkyl Aryl ◽  
Mild Conditions ◽  
Alkyl Groups ◽  
Aryl Ethers ◽  
Tertiary Alkyl ◽  
Alkyl Aryl Ethers

In this paper, the synthesis of alkyl aryl ethers from electron poor phenols and amines, using 1,3-propanedinitrite, is described. Due to the mild conditions, functionalized primary, secondary, and tertiary alkyl groups were successfully introduced, denoting a highly tolerant process that allows for unprotected alcohols and acetals. The reaction is thought to proceed through the formation of a diazonium intermediate that undergoes subsequent SN2 or SN1 reactions.

Challenges in the Substitution of Terminal C–C Double Bonds with Tertiary Alkyl groups

Synlett ◽  
2015 ◽  
Vol 26 (06) ◽  
pp. 716-724 ◽  
Author(s):  
Takashi Nishikata ◽  
Shingo Ishikawa
Keyword(s):  
Double Bonds ◽  
Alkyl Groups ◽  
Tertiary Alkyl

α-Chymotrypsin-Induced Acetalization of Aldehydes and Ketones with Alcohols

Synthesis ◽  
2020 ◽  
Vol 52 (14) ◽  
pp. 2121-2126
Author(s):  
Zhanggao Le ◽  
Zongbo Xie ◽  
Jin Lan ◽  
Guofang Jiang ◽  
Jiangnan Yang ◽  
...  
Keyword(s):  
Catalytic Amount ◽  
First Report ◽  
Mild Conditions ◽  
Aldehydes And Ketones ◽  
Neutral Conditions ◽  
Induced Reaction ◽  
General Method

This is the first report of a simple and general method for acetalization­ of aldehydes via an α-chymotrypsin-induced reaction under mild conditions. A broad range of aromatic and heteroaromatic aldehydes have been acetalized under neutral conditions in good yields using a catalytic amount of chymotrypsin.

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