5,6‐Dihydro‐2 H ‐pyrane durch [4+2]‐Cycloaddition von Mesoxalsäure‐diethylester an 1‐Alkoxy‐1,3‐butadiene | Zendy

Potthoff Birgit | Zendy; Breitmaier Eberhard | Zendy

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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.

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