Ring closing metathesis/fragmentation route to (Z)-configured medium ring cycloalkenes. Total synthesis of (+/-)-periplanone C
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2006
Authors
Matović, RadomirIvkovic, Aleksandar
Manojlović, Marija
Tokic-Vujosevic, Zorana
Saičić, Radomir N.
Article (Published version)
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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, 9411-9419Publisher:
- American Chemical Society (ACS)
Funding / projects:
DOI: 10.1021/jo061790j
ISSN: 0022-3263
PubMed: 17137368
WoS: 000242426900019
Scopus: 2-s2.0-33845527881
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IHTMTY - JOUR AU - Matović, Radomir AU - Ivkovic, Aleksandar AU - Manojlović, Marija AU - Tokic-Vujosevic, Zorana AU - Saičić, Radomir N. PY - 2006 UR - https://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", 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. in 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. in Journal of Organic Chemistry. 2006;71(25):9411-9419. doi:10.1021/jo061790j .
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" in Journal of Organic Chemistry, 71, no. 25 (2006):9411-9419, https://doi.org/10.1021/jo061790j . .