e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Studies toward Total Synthesis of Non-aromatic Erythrina Alkaloids.(1). Synthesis and Isomerization of Unsaturated Bicyclic δ-Lactones

石浦明子，高村佐保，細井深造，礒部公明…

Index: Tsuda; Ishiura; Takamura; Hosoi; Isobe; Mohri Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2797 - 2802

Full Text: HTML

Citation Number: 12

Abstract

... Studiestoward Total Synthesisof Non-aromatic EbeythrinaAlkaloids. (1).i)Synthesisand Isom- erizatien of UnsaturatedBicyclicti-Lactones Yoshisuke TsuDA,"'" Akiko IsHiuRA," Saho TAKAMuRA," Shinzo HosoT," Kimiaki IsoBE,*'band Kunihiko MoHRib ...

methyl 4-oxo-3-oxabicyclo[4.4.0]dec-5-ene-1-carboxylate Structure

methyl 4-oxo-3-...

~70%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

Cyclohexaneacetic acid,2-oxo-, ethyl ester Structure

Cyclohexaneacet...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

Cyclohexaneacetic acid,2-oxo-, ethyl ester Structure

Cyclohexaneacet...

Dibromomethane Structure

~80%

ethyl 2-(2-methylidenecyclohexyl)acetate Structure

ethyl 2-(2-meth...

ethyl 2-(2-methylidenecyclohexyl)acetate Structure

ethyl 2-(2-meth...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

ethyl 2-((3R,4R)-1-oxaspiro[2.5]octan-4-yl)acetate Structure

ethyl 2-((3R,4R...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

2-hydroxymethyl-2-cyclohexene-1-acetic acid δ-lactone Structure

2-hydroxymethyl...

N/A Structure

ethyl 2-((3R,4R)-1-oxaspiro[2.5]octan-4-yl)acetate Structure

ethyl 2-((3R,4R...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

2-hydroxymethyl-2-cyclohexene-1-acetic acid δ-lactone Structure

2-hydroxymethyl...

N/A Structure

Detail

(3aS,7aS)-7a-(iodomethyl)hexahydrobenzofuran-2(3H)-one Structure

(3aS,7aS)-7a-(i...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

Methyl 2-oxocyclohexanecarboxylate Structure

Methyl 2-oxocyc...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

methyl 1-hydroxymethyl-2-oxocyclohexanecarboxylate Structure

methyl 1-hydrox...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

methyl 1-((2-(diethoxyphosphoryl)acetoxy)methyl)-2-oxocyclohexane-1-carboxylate Structure

methyl 1-((2-(d...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

ethyl 2-((3R,4R)-1-oxaspiro[2.5]octan-4-yl)acetate Structure

ethyl 2-((3R,4R...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

2-hydroxymethyl-2-cyclohexene-1-acetic acid δ-lactone Structure

2-hydroxymethyl...

Pyridinium p-toluenesulfonate Structure

Pyridinium p-to...

ethyl 2-((3R,4R)-1-oxaspiro[2.5]octan-4-yl)acetate Structure

ethyl 2-((3R,4R...

~%

1,4,5,6,7,8-hexahydroisochromen-3-one Structure

1,4,5,6,7,8-hex...

2-hydroxymethyl-2-cyclohexene-1-acetic acid δ-lactone Structure

2-hydroxymethyl...

Detail

Sodium ethoxide Structure

Sodium ethoxide

ethyl 1-((2-(diethoxyphosphoryl)acetoxy)methyl)-2-oxocyclohexanecarboxylate Structure

ethyl 1-((2-(di...

~21%

diethyl 2-methylideneheptanedioate Structure

diethyl 2-methy...

N/A Structure