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Domino [3+3] Annulation/Ring‐Cleavage Reactions of 1,3‐Bis(trimethylsilyloxy)‐1,3‐butadienes with 5‐Aryl‐ and 5‐Vinyl‐3‐acyl‐ 4,5‐dihydrofurans: Efficient Synthesis of 5‐(4‐Chlorobut‐2‐en‐1‐yl)‐ and 5‐(2‐Aryl‐2‐chloroethyl)salicylates
Author(s) -
Lau Matthias,
Sher Muhammad,
Villinger Alexander,
Fischer Christine,
Langer Peter
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000158
Subject(s) - annulation , domino , chemistry , aryl , cleavage (geology) , ring (chemistry) , organic chemistry , combinatorial chemistry , catalysis , alkyl , geotechnical engineering , fracture (geology) , engineering
The domino “[3+3] cyclization–ring‐opening” reactions of 1,3‐bis(trimethylsilyloxy)‐1,3‐butadienes with 3‐acetyl‐5‐vinyl‐4,5‐dihydrofurans afforded 5‐(4‐halobut‐2‐en‐1‐yl)salicylates. The reactions of 1,3‐bis(trimethylsilyloxy)‐1,3‐butadienes with 3‐acetyl‐5‐aryl‐4,5‐dihydrofurans gave 5‐(2‐aryl‐2‐chloroethyl)salicylates.