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Volumn 52, Issue 24, 1996, Pages 8287-8296

Dehydration-hydration of α-alkynols over zeolite catalyst. Selective synthesis of conjugated enynes and α,β-unsaturated ketones

Author keywords

[No Author keywords available]

Indexed keywords

1 CYCLOHEXENYLHEXAN 1 ONE; 1 ETHYNYL 1 CYCLOHEXENE; 1 HEXINYLCYCLOHEXANOL; KETONE DERIVATIVE; UNCLASSIFIED DRUG; ZEOLITE;

EID: 0030013950     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(96)00382-1     Document Type: Article
Times cited : (20)

References (50)
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