SYNTHESIS OF MEDIUM-SIZE MACROCYCLES BY CINNAMATE [2-PHOTOADDITION(2])

Authors
KONIG B LEUE S HORN C CAUDAN A DESVERGNE JP BOUASLAURENT H
Citation
B. Konig et al., SYNTHESIS OF MEDIUM-SIZE MACROCYCLES BY CINNAMATE [2-PHOTOADDITION(2]), Liebigs Annalen, (8), 1996, pp. 1231-1233
Citations number
19
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen → ACNP
ISSN journal
09473440
Issue
8
Year of publication
1996
Pages
1231 - 1233
Database
ISI
SICI code
0947-3440(1996):8<1231:SOMMBC>2.0.ZU;2-U
Abstract
Unsaturated macrocycles were obtained by [2 + 2] photoaddition of acyc lic biscinnamates. The orientation of the chromophores by ortho-xylyl (2) or aryl-1,2-diynyl (6) spacers leads to the formation of photoprod ucts in solution as single stereoisomers in high yield. The analogous photocyclization of a cis-enediyne biscinnamate 4 was less efficient, because of a rapid photochemical isomerization of the central double b ond.