The Journal of Organic Chemistry

Synthesis of the phthalide isoquinoline alkaloids (-)-egenine,(-)-corytensine, and (-)-bicuculline by asymmetric carbonyl addition of chiral dipole-stabilized …

KS Rein, RE Gawley

Index: Journal of Organic Chemistry, , vol. 56, # 4 p. 1564 - 1569

Full Text: HTML

Citation Number: 29

Abstract

... Kathleen S. Rein and Robert E. Gawley* Department of Chemistry, University of Miami, Coral Gables, Florida 33124 Received June 27 ... of the addition of nitrogen-stabilized anions to carbonyls, see: Gawley, R. E.; Rein, KS In Comprehensive Organic Synthesis; Trost ... 1566 J. Org. ...

 Related Synthetic Route
(R-(R*,R*))-(1,3-benzodioxol-5-yl)(5,6,7,8-tetrahydro-1,3-dioxolo(4,5-g)isoquinolin-5-yl)methyl 2,2-dimethylpropanoic acid ester Structure

131589-15-6

(R-(R*,R*))-(1,...

~%

(+)-Egenine Structure

6883-44-9

(+)-Egenine

(R-(R*,S*))-α-1,3-benzodioxol-5-yl-5,6,7,8-tetrahydro-6-(2,2-dimethyl-1-oxopropyl)-1,3-dioxolo(4,5-g)isoquinoline-5-methanol Structure

131589-14-5

(R-(R*,S*))-α-1...

~%

(+)-Egenine Structure

6883-44-9

(+)-Egenine

[R-(R*,R*)]-α-1,3-benzodioxol-5-yl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinoline-5-methanol Structure

131079-60-2

[R-(R*,R*)]-α-1...

~%

(+)-Egenine Structure

6883-44-9

(+)-Egenine

3H-[1,3]Dioxolo[4,5-g]oxazolo[4,3-a]isoquinolin-3-one,1-(1,3-benzodioxol-5-yl)-1,5,6,11b-tetrahydro-,(1S-trans)- (9CI) Structure

131589-16-7

3H-[1,3]Dioxolo...

~%

(+)-Egenine Structure

6883-44-9

(+)-Egenine

[R-(R*,R*)]-α-1,3-benzodioxol-5-yl-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinoline-5-methanol Structure

131681-58-8

[R-(R*,R*)]-α-1...

N,N-Dimethylformamide Structure

68-12-2

N,N-Dimethylfor...

~%

(+)-Egenine Structure

6883-44-9

(+)-Egenine


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