The Journal of Organic Chemistry

The design of resolving agents. Chiral cyclic phosphoric acids

W Ten Hoeve, H Wynberg

Index: Hoeve, Wolter ten; Wynberg, Hans Journal of Organic Chemistry, 1985 , vol. 50, # 23 p. 4508 - 4514

Full Text: HTML

Citation Number: 132

Abstract

A systematic investigation has been started with the twofold purpose of synthesizing efficient resolving agents and of gaining an insight into the factors that contribute to successful resolutions. We report on the synthesis, resolution, and application of a number of chiral cyclic phosphoric acids. Among these acids, 4-(2-chloroph~ nyl)-5, 5-dimethyl-2-hydroxy-1, 3, 2-dioxaphosphorinane 2-oxide (7A) is an efficient resolving agent, being useful for the ...

 Related Synthetic Route
Benzaldehyde Structure

100-52-7

Benzaldehyde

Isobutyraldehyde Structure

78-84-2

Isobutyraldehyde

~78%

1,3-Propanediol,2,2-dimethyl-1-phenyl- Structure

33950-46-8

1,3-Propanediol...

(+/-)-1-(4-Chlor-phenyl)-2,2-dimethyl-propan-1,3-diol Structure

31758-87-9

(+/-)-1-(4-Chlo...

~%

2-chloro-4-(4-chlorophenyl)-5,5-dimethyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

875336-37-1

2-chloro-4-(4-c...

4-Chlorobenzaldehyde Structure

104-88-1

4-Chlorobenzaldehyde

~%

2-chloro-4-(4-chlorophenyl)-5,5-dimethyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

875336-37-1

2-chloro-4-(4-c...

Furfural Structure

98-01-1

Furfural

Isobutyraldehyde Structure

78-84-2

Isobutyraldehyde

~74%

1-(furan-2-yl)-2,2-dimethylpropane-1,3-diol Structure

4946-64-9

1-(furan-2-yl)-...

4-Methoxybenzaldehyde Structure

123-11-5

4-Methoxybenzal...

Isobutyraldehyde Structure

78-84-2

Isobutyraldehyde

~49%

1,3-Propanediol,1-(4-methoxyphenyl)-2,2-dimethyl- Structure

24793-83-7

1,3-Propanediol...

1,3-Propanediol,2,2-dimethyl-1-phenyl- Structure

33950-46-8

1,3-Propanediol...

~%

2-chloro-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98675-02-6

2-chloro-5,5-di...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

2-chloro-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98675-02-6

2-chloro-5,5-di...

1,3-Propanediol,2,2-dimethyl-1-phenyl- Structure

33950-46-8

1,3-Propanediol...

~%

(S)-(+)-4-METHYL-1-HEXANOL Structure

98674-81-8

(S)-(+)-4-METHY...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

(S)-(+)-4-METHYL-1-HEXANOL Structure

98674-81-8

(S)-(+)-4-METHY...

2-chloro-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98675-02-6

2-chloro-5,5-di...

~%

(S)-(+)-4-METHYL-1-HEXANOL Structure

98674-81-8

(S)-(+)-4-METHY...

2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98634-22-1

2-hydroxy-5,5-d...

~%

(S)-(+)-4-METHYL-1-HEXANOL Structure

98674-81-8

(S)-(+)-4-METHY...

2-chloro-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98675-02-6

2-chloro-5,5-di...

~%

2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98634-22-1

2-hydroxy-5,5-d...

1,3-Propanediol,2,2-dimethyl-1-phenyl- Structure

33950-46-8

1,3-Propanediol...

~%

2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98634-22-1

2-hydroxy-5,5-d...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

2-hydroxy-5,5-dimethyl-4-phenyl-1,3,2λ5-dioxaphosphinane 2-oxide Structure

98634-22-1

2-hydroxy-5,5-d...


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