Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans.Chem Commun (Camb). 2019 Jul 09; 55(56):8126-8129.CC
Abstract
A gold-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety has been reported in this communication, affording multi-substituted furans in moderate to good yields. The reaction proceeded through an intramolecular O-nucleophilic addition and 3,3-sigmatropic rearrangement followed by ring-opening of the cyclopropane unit along with the further reaction with electrophiles. The C-C bond cleavage of a strained cyclopropane moiety in the presence of a gold catalyst and the aromatization provided the driving force for this cascade cyclization. The practical transformations of the obtained diiodinated furan have also been indicated.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
31237577
Citation
Zang, Wenqing, et al. "Gold(i)-catalyzed Cascade Cyclization of O-tethered 1,7-enynes Bearing a Cyclopropane Moiety: Construction of Multi-substituted Furans." Chemical Communications (Cambridge, England), vol. 55, no. 56, 2019, pp. 8126-8129.
Zang W, Wei Y, Shi M. Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans. Chem Commun (Camb). 2019;55(56):8126-8129.
Zang, W., Wei, Y., & Shi, M. (2019). Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans. Chemical Communications (Cambridge, England), 55(56), 8126-8129. https://doi.org/10.1039/c9cc03735g
Zang W, Wei Y, Shi M. Gold(i)-catalyzed Cascade Cyclization of O-tethered 1,7-enynes Bearing a Cyclopropane Moiety: Construction of Multi-substituted Furans. Chem Commun (Camb). 2019 Jul 9;55(56):8126-8129. PubMed PMID: 31237577.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Gold(i)-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety: construction of multi-substituted furans.
AU - Zang,Wenqing,
AU - Wei,Yin,
AU - Shi,Min,
PY - 2019/6/27/pubmed
PY - 2019/6/27/medline
PY - 2019/6/26/entrez
SP - 8126
EP - 8129
JF - Chemical communications (Cambridge, England)
JO - Chem Commun (Camb)
VL - 55
IS - 56
N2 - A gold-catalyzed cascade cyclization of O-tethered 1,7-enynes bearing a cyclopropane moiety has been reported in this communication, affording multi-substituted furans in moderate to good yields. The reaction proceeded through an intramolecular O-nucleophilic addition and 3,3-sigmatropic rearrangement followed by ring-opening of the cyclopropane unit along with the further reaction with electrophiles. The C-C bond cleavage of a strained cyclopropane moiety in the presence of a gold catalyst and the aromatization provided the driving force for this cascade cyclization. The practical transformations of the obtained diiodinated furan have also been indicated.
SN - 1364-548X
UR - https://www.unboundmedicine.com/medline/citation/31237577/Gold_i__catalyzed_cascade_cyclization_of_O_tethered_17_enynes_bearing_a_cyclopropane_moiety:_construction_of_multi_substituted_furans_
DB - PRIME
DP - Unbound Medicine
ER -
