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5,6‐Dihydro‐2 H ‐pyrane durch [4+2]‐Cycloaddition von Mesoxalsäure‐diethylester an 1‐Alkoxy‐1,3‐butadiene
Author(s) -
Potthoff Birgit,
Breitmaier Eberhard
Publication year - 1986
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19861190626
Subject(s) - chemistry , cycloaddition , alkoxy group , alkyl , medicinal chemistry , wittig reaction , stereochemistry , organic chemistry , catalysis
5,6‐Dihydro‐2 H ‐pyrans by [4+2]‐Cycloaddition of Diethyl Mesoxalate to 1‐Alkoxy‐1,3‐butadienes The enantiomers of diethyl 3‐alkyl‐2‐ethoxy‐5,6‐dihydro‐2 H ‐pyran‐6,6‐dicarboxylates 3 are obtained under mild conditions in yields >95% by [4+2]‐cycloaddition of diethyl mesoxalate 2 to 2‐alkyl‐1‐ethoxy‐1,3‐butadienes 1 which are easily prepared by Wittig alkenylation of 2‐alkyl‐3‐ethoxyacroleins.