N-butylbutan-1-imine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1 mmol of N-butylidenebutylamine, 2 mmol of 1,2-epoxy-2-methylpropane, 0.05 mmol of Cp*2Sm(THF)2, and 1 ml of tetrahydrofuran was stirred at room temperature for 5 hours. Products in a reaction mixture were isolated through column chromatography to yield 3-butyl-5,5-dimethyl-2-propyl-1,3-oxazolidine in yield of 53%. Products in a reaction mixture were isolated through column chromatography

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 1 mmol of N-butylidenebutylamine, 2 mmol of 1,2-epoxy-2-methylpropane, 0.05 mmol of Cp*2Sm(THF)2, and 1 ml of tetrahydrofuran was stirred at room temperature for 5 hours. Products in a reaction mixture were isolated through column chromatography to yield 3-butyl-5,5-dimethyl-2-propyl-1,3-oxazolidine in yield of 53%. Products in a reaction mixture were isolated through column chromatography

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 1 mmol of ethyl diazoacetate, 0.025 mmol of di-p-chlorobis(1,5-cyclooctadiene)diiridium(I) [Ir2Cl2(cod)2], and 0.5 ml of tetrahydrofuran was stirred at −5° C. in an argon atmosphere for 3 hours. As a result, 1-butyl-2-ethoxycarbonyl-3-propylaziridine was obtained in a yield of 66%. Separately, small amounts of diethyl fumarate and diethyl maleate were formed as by-products in total yield of 19%.

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 1 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of tetrahydrofuran was stirred at −5° C. in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 77%.

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 1 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of tetrahydrofuran was stirred at −5° C. in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 77%.

Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 1 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of tetrahydrofuran was stirred at room temperature (25° C.) in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 45%.

Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 0.5 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of 1,2-dichloroethane was stirred at room temperature (25° C.) in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 26%.

Conditions: temp:250.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 0.5 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4] , and 0.5 ml of ethanol was stirred at room temperature (250° C.) in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 30%.

Conditions: temp:250.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 0.5 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4] , and 0.5 ml of ethanol was stirred at room temperature (250° C.) in an argon atmosphere for 3 hours to yield 1-butyl-2-ethoxycarbonyl-3-propylaziridine in a yield of 30%.

Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.5 mmol of N-butylidenebutylamine, 0.5 mmol of ethyl diazoacetate, 0.015 mmol of di-μ-chlorotetrakis(cyclooctene)diiridium(I) [Ir2Cl2(cyclooctene)4], and 0.5 ml of tetrahydrofuran was stirred at room temperature (25° C.) in an argon atmosphere for 3 hours. As a result, 1-butyl-2-ethoxycarbonyl-3-propylaziridine was obtained in a yield of 29%. Small amounts of diethyl fumarate and diethyl maleate were formed as by-products.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Following the general procedure as described in Example 17, 2,5-dimethyl-2-(prop-1-en-2-yl)cyclohexanone (1.06 g, 6.38 mmol), N-butylidenebutan-1-amine (0.97 g, 7.65 mmol), and SnCl4 (1.66 g, 6.38 mmol) in 1,2-dichloroethane (65 ml) were reacted to give the title product as a colorless liquid (1.28 g, 76% yield). 3 isomers in a ratio of 1:2:8. were reacted

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Following the general procedure as described in Example 17, 2,5-dimethyl-2-(prop-1-en-2-yl)cyclohexanone (1.06 g, 6.38 mmol), N-butylidenebutan-1-amine (0.97 g, 7.65 mmol), and SnCl4 (1.66 g, 6.38 mmol) in 1,2-dichloroethane (65 ml) were reacted to give the title product as a colorless liquid (1.28 g, 76% yield). 3 isomers in a ratio of 1:2:8. were reacted