The combination of ring closing metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium ring cycloalkenes. The fragmentation step can be effected under anionic or radical conditions. The versatility of this method is demonstrated by the total synthesis of (+/-)-periplanone C - a macrocyclic pheromone of Periplaneta americana.
Source:
Journal of Organic Chemistry, 2006, 71, 25, 9411-9419
TY - JOUR
AU - Matović, Radomir
AU - Ivković, Aleksandar
AU - Manojlović, Marija
AU - Tokić-Vujošević, Zorana
AU - Saičić, Radomir N.
PY - 2006
UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/685
AB - The combination of ring closing metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium ring cycloalkenes. The fragmentation step can be effected under anionic or radical conditions. The versatility of this method is demonstrated by the total synthesis of (+/-)-periplanone C - a macrocyclic pheromone of Periplaneta americana.
PB - Amer Chemical Soc, Washington
T2 - Journal of Organic Chemistry
T1 - Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C
VL - 71
IS - 25
SP - 9411
EP - 9419
DO - 10.1021/jo061790j
ER -
@article{
author = "Matović, Radomir and Ivković, Aleksandar and Manojlović, Marija and Tokić-Vujošević, Zorana and Saičić, Radomir N.",
year = "2006",
abstract = "The combination of ring closing metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium ring cycloalkenes. The fragmentation step can be effected under anionic or radical conditions. The versatility of this method is demonstrated by the total synthesis of (+/-)-periplanone C - a macrocyclic pheromone of Periplaneta americana.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Organic Chemistry",
title = "Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C",
volume = "71",
number = "25",
pages = "9411-9419",
doi = "10.1021/jo061790j"
}
Matović, R., Ivković, A., Manojlović, M., Tokić-Vujošević, Z.,& Saičić, R. N.. (2006). Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C. in Journal of Organic Chemistry
Amer Chemical Soc, Washington., 71(25), 9411-9419.
https://doi.org/10.1021/jo061790j
Matović R, Ivković A, Manojlović M, Tokić-Vujošević Z, Saičić RN. Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C. in Journal of Organic Chemistry. 2006;71(25):9411-9419.
doi:10.1021/jo061790j .
Matović, Radomir, Ivković, Aleksandar, Manojlović, Marija, Tokić-Vujošević, Zorana, Saičić, Radomir N., "Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C" in Journal of Organic Chemistry, 71, no. 25 (2006):9411-9419,
https://doi.org/10.1021/jo061790j . .
