STEREOCHEMICAL STUDIES .5. STRUCTURE OF THE HYDROXYMETHYLENE DERIVATIVE OBTAINED FROM TRANS-DECAHYDRONAPHTHALEN-1-ONE - SPECTROSCOPIC STUDY

被引：7

作者：

LEWIS, PH ^{[1
]}

MIDDLETON, S ^{[1
]}

ROSSER, MJ ^{[1
]}

STOCK, LE ^{[1
]}

机构：

[1] MONASH UNIV,DEPT CHEM,CLAYTON 3168,VICTORIA,AUSTRALIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1979年 / 32卷 / 05期

关键词：

D O I：

10.1071/CH9791123

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Formylation of trans-decahydronaphthalen-l-one gives a ‘hydroxymethylene derivative’ which is, in reality, a complex mixture of stereoisomeric and tautomeric structures; stereochemical integrity at the ring junction is lost during the reaction. The same ‘derivative’ is obtained on formylation of the isomeric cis-ketone. © 1979 ASEG.

引用

页码：1123 / 1129

页数：7

共 21 条

[1]

Ainsworth C., 1963, ORG SYNTH, V4, P536

[2] The direct introduction of angular methyl groups. [J].

Birch, AJ ;

Robinson, R ;

Ormyl-L-Decalone, .

JOURNAL OF THE CHEMICAL SOCIETY, 1944, :501-502

[3]

Claisen L., 1894, LIEBIGS ANN CHEM, V281, P306

[4] NEW METHOD FOR CONTROLLED HYDROXYMETHYLATION OF KETONES [J].

COREY, EJ ;

CANE, DE .

JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (20) :3070-&

[5] DECAHYDRONAPHTHOIC ACIDS AND THEIR RELATIONSHIP TO THE DECALOLS AND DECALYLAMINES - A STEREOCHEMICAL STUDY OF THE REACTION OF NITROUS ACID WITH DECALYLAMINES [J].

DAUBEN, WG ;

TWEIT, RC ;

MANNERSKANTZ, C .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (17) :4420-4426

[6]

FORSEN S, 1970, CHEM CARBONYL GROUP, V2, pCH3

[7] HYDROXYMETHYLENE KETONE-ALDO ENOL EQUILIBRIUM [J].

GARBISCH, EW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (11) :1696-&

[8] C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES .48. C-13 SPECTRA OF A VARIETY OF BICYCLIC KETONES [J].

GROVER, SH ;

MARR, DH ;

STOTHERS, JB ;

TAN, CT .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1975, 53 (09) :1351-1361

[9]

Harding K. E., 1974, SYNTHETIC COMMUN, V4, P297

[10]

HOUSE HO, 1972, MODERN SYNTHETIC REA, P736

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