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[4 + 2]‐Cycloadditionen mit 5‐Ethenyl‐3,4‐dihydro‐2 H ‐pyran und 5‐Ethenyl‐2,3‐dihydro‐1,4‐dioxin
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.19861191026
Subject(s) - chemistry , wittig reaction , diethyl azodicarboxylate , pyran , yield (engineering) , medicinal chemistry , stereochemistry , bicyclic molecule , organic chemistry , triphenylphosphine , catalysis , materials science , metallurgy
[4 + 2]‐Cycloadditions with 5‐Ethenyl‐3,4‐dihydro‐2 H ‐pyran and 5‐Ethenyl‐2,3‐dihydro‐1,4‐dioxine 5‐Ethenyl‐3,4‐dihydro‐2 H ‐pyran ( 2a ) and 5‐ethenyl‐2,3‐dihydro‐1,4‐dioxine ( 2b ) as hetero‐cyclic donor‐activated 1,3‐dienes are prepared by Wittig alkenylation of the aldehydes 1a and 1b . [4 + 2]‐Cycloadditions with dienophiles such as tetracyanoethene, β‐nitrostyrene, diethyl azodicarboxylate, phenyltriazolinedione, and diethyl mesoxalate yield the new heterobi‐ and ‐tricycles 3 – 7 .