A CONVENIENT SYNTHESIS OF MASKED BETA-KETOALDEHYDES BY THE CONTROLLED ADDITION OF NUCLEOPHILES TO (TRIMETHYLSILYL)ETHYNYL KETONES

被引：18

作者：

BROMIDGE, SM ^{[1
]}

ENTWISTLE, DA ^{[1
]}

GOLDSTEIN, J ^{[1
]}

ORLEK, BS ^{[1
]}

机构：

[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,LONDON SW7 2AZ,ENGLAND

来源：

SYNTHETIC COMMUNICATIONS | 1993年 / 23卷 / 04期

关键词：

D O I：

10.1080/00397919308009803

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The controlled addition of nucleophiles to (trimethylsilyl)ethynyl ketones provides a facile route to beta-ketoacetals, beta-alkoxy-alpha,beta-unsaturated ketones or vinylogous amides depending on the choice of reaction conditions.

引用

页码：487 / 494

页数：8

共 17 条

[1] BOLSHEDVORSKAYA RL, 1973, RUSS CHEM REV, V42, P225
[2] BORISOVA AI, 1987, VESTN USSR ACAD SCI, V8, P1730
[3] RESEARCHES ON ACETYLENIC COMPOUNDS .8. MISCELLANEOUS ADDITION REACTIONS OF ETHYNYL KETONES
BOWDEN, K
BRAUDE, EA
JONES, ERH
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1946, (OCT): : 945 - 948
[4] BREITMAIER E, 1987, SYNTHESIS-STUTTGART, P1
[5] ALPHA-AMINO-ACIDS AS CHIRAL EDUCTS FOR ASYMMETRIC PRODUCTS - THE SYNTHESIS OF ALPHA'-AMINO-ALPHA, BETA-YNONES
CUPPS, TL
BOUTIN, RH
RAPOPORT, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (21) : 3972 - 3979
[6] A NEW SYNTHESIS OF N-PROTECTED ALPHA-AMINOMETHYL KETONES FROM GLYCINE
DAVIES, DT
OHANLON, PJ
[J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (18) : 2273 - 2280
[7] GILCHRIST TL, 1987, HETEROCYCLIC CHEM, P62
[8] GREENHILL JV, 1977, CHEM SOC REV, V6, P277, DOI 10.1039/cs9770600277
[9] CONVERSION OF SOME ALPHA-ACETYLENIC KETONES AND RELATED ALPHABETA-DIBROMOKETONES INTO 3,5-DIARYLISOXAZOLES
JOHNSTON, KM
SHOTTER, RG
[J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1968, (14): : 1774 - &
[10] THE CHEMISTRY OF BETA-KETOACETALS
KOCHETKOV, NK
NIFANTEV, EE
[J]. RUSSIAN CHEMICAL REVIEWS, 1961, 30 (01) : 15 - 22

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