Tetrahedron letters

Synthesis of the isoindolobenzazepine alkaloid lennoxamine

CJ Moody, GJ Warrellow

Index: Moody, Christopher J.; Warrellow, Graham J. Tetrahedron Letters, 1987 ,  vol. 28,  # 48  p. 6089 - 6092

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Citation Number: 39

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... The naturally occurring isoindolobenzazepine lennoxamine (1) has been synthesised from 6-bromopiperonal in 9 steps by a route which involves formation of the 2-arylbenzazepine (10) from the azide (9) as the key step. ... The stereochemistry of the cis-ester (12) was ...

 Related Synthetic Route
6-(1,3-dioxolan-2-yl)benzo[d]-[1,3]dioxole-5-carbaldehyde Structure

116171-62-1

6-(1,3-dioxolan...

~%

methyl 2-(2-methoxycarbonyl-3,4-dimethoxyphenyl)-7,8-methylenedioxy-1H-3-benzazepine-4-carboxylate Structure

116171-69-8

methyl 2-(2-met...

methyl (E)-3,4-dimethoxy-2'-formyl-4',5'-methylenedioxystilbene-2-carboxylate Structure

116171-63-2

methyl (E)-3,4-...

~%

methyl 2-(2-methoxycarbonyl-3,4-dimethoxyphenyl)-7,8-methylenedioxy-1H-3-benzazepine-4-carboxylate Structure

116171-69-8

methyl 2-(2-met...

methyl 2-(2-methoxycarbonyl-3,4-dimethoxyphenyl)-7,8-methylenedioxy-1H-3-benzazepine-4-carboxylate Structure

116171-69-8

methyl 2-(2-met...

~%

(6R*,12bR*)-methyl 5,6,12b,13-tetrahydro-9,10-dimethoxy-8-oxo-8H-1,3-dioxolo[4,5-h]isoindolo[1,2-b][3]benzazepine-6-carboxylate Structure

116171-66-5

(6R*,12bR*)-met...

6-(1,3-dioxolan-2-yl)benzo[d]-[1,3]dioxole-5-carbaldehyde Structure

116171-62-1

6-(1,3-dioxolan...

~%

(6R*,12bR*)-methyl 5,6,12b,13-tetrahydro-9,10-dimethoxy-8-oxo-8H-1,3-dioxolo[4,5-h]isoindolo[1,2-b][3]benzazepine-6-carboxylate Structure

116171-66-5

(6R*,12bR*)-met...

methyl (E)-3,4-dimethoxy-2'-formyl-4',5'-methylenedioxystilbene-2-carboxylate Structure

116171-63-2

methyl (E)-3,4-...

~%

(6R*,12bR*)-methyl 5,6,12b,13-tetrahydro-9,10-dimethoxy-8-oxo-8H-1,3-dioxolo[4,5-h]isoindolo[1,2-b][3]benzazepine-6-carboxylate Structure

116171-66-5

(6R*,12bR*)-met...

methyl (E)-2'-(2-azido-2-methoxycarbonylvinyl)-3,4-dimethoxy-4',5'-methylenedioxystilbene-2-carboxylate Structure

116171-64-3

methyl (E)-2'-(...

~%

(6R*,12bR*)-methyl 5,6,12b,13-tetrahydro-9,10-dimethoxy-8-oxo-8H-1,3-dioxolo[4,5-h]isoindolo[1,2-b][3]benzazepine-6-carboxylate Structure

116171-66-5

(6R*,12bR*)-met...

6-(1,3-dioxolan-2-yl)benzo[d]-[1,3]dioxole-5-carbaldehyde Structure

116171-62-1

6-(1,3-dioxolan...

~%

methyl (E)-2'-(2-azido-2-methoxycarbonylvinyl)-3,4-dimethoxy-4',5'-methylenedioxystilbene-2-carboxylate Structure

116171-64-3

methyl (E)-2'-(...

6-(1,3-dioxolan-2-yl)benzo[d]-[1,3]dioxole-5-carbaldehyde Structure

116171-62-1

6-(1,3-dioxolan...

~%

methyl (E)-3,4-dimethoxy-2'-formyl-4',5'-methylenedioxystilbene-2-carboxylate Structure

116171-63-2

methyl (E)-3,4-...


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