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 - Ivkovic, Aleksandar
AU - Manojlović, Marija
AU - Tokic-Vujosevic, Zorana
AU - Saičić, Radomir N.
PY - 2006
UR - http://cer.ihtm.bg.ac.rs/handle/123456789/2771
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 - American Chemical Society (ACS)
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 Ivkovic, Aleksandar and Manojlović, Marija and Tokic-Vujosevic, Zorana and Saičić, Radomir N.",
year = "2006",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/2771",
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 = "American Chemical Society (ACS)",
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., Ivkovic, A., Manojlović, M., Tokic-Vujosevic, Z.,& Saičić, R. N. (2006). Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C.
Journal of Organic Chemistry
American Chemical Society (ACS)., 71(25), 9411-9419.
https://doi.org/10.1021/jo061790j
Matović R, Ivkovic A, Manojlović M, Tokic-Vujosevic Z, Saičić RN. Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C. Journal of Organic Chemistry. 2006;71(25):9411-9419
Matović Radomir, Ivkovic Aleksandar, Manojlović Marija, Tokic-Vujosevic Zorana, Saičić Radomir N., "Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C" Journal of Organic Chemistry, 71, no. 25 (2006):9411-9419,
https://doi.org/10.1021/jo061790j .
