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Highly efficient, facile, room temperature intermolecular [5 + 2] cycloadditions catalyzed by cationic rhodium(I): one step to cycloheptenes and their libraries.
Org Lett. 2010 Apr 02; 12(7):1604-7.OL

Abstract

A cationic rhodium(I) complex--[(C(10)H(8))Rh(cod)](+) SbF(6)(-)--catalyzes the remarkably efficient intermolecular [5 + 2] cycloaddition of vinylcyclopropanes (VCPs) and various alkynes, providing cycloheptene cycloadducts in excellent yields in minutes at room temperature. The efficacy and selectivity of this catalyst are also shown in a novel diversification strategy, affording a cycloadduct library in one step from nine commercially available components.

Authors+Show Affiliations

Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. wenderp@stanford.eduNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

20196579

Citation

Wender, Paul A., et al. "Highly Efficient, Facile, Room Temperature Intermolecular [5 + 2] Cycloadditions Catalyzed By Cationic rhodium(I): One Step to Cycloheptenes and Their Libraries." Organic Letters, vol. 12, no. 7, 2010, pp. 1604-7.
Wender PA, Sirois LE, Stemmler RT, et al. Highly efficient, facile, room temperature intermolecular [5 + 2] cycloadditions catalyzed by cationic rhodium(I): one step to cycloheptenes and their libraries. Org Lett. 2010;12(7):1604-7.
Wender, P. A., Sirois, L. E., Stemmler, R. T., & Williams, T. J. (2010). Highly efficient, facile, room temperature intermolecular [5 + 2] cycloadditions catalyzed by cationic rhodium(I): one step to cycloheptenes and their libraries. Organic Letters, 12(7), 1604-7. https://doi.org/10.1021/ol100337m
Wender PA, et al. Highly Efficient, Facile, Room Temperature Intermolecular [5 + 2] Cycloadditions Catalyzed By Cationic rhodium(I): One Step to Cycloheptenes and Their Libraries. Org Lett. 2010 Apr 2;12(7):1604-7. PubMed PMID: 20196579.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Highly efficient, facile, room temperature intermolecular [5 + 2] cycloadditions catalyzed by cationic rhodium(I): one step to cycloheptenes and their libraries. AU - Wender,Paul A, AU - Sirois,Lauren E, AU - Stemmler,René T, AU - Williams,Travis J, PY - 2010/3/4/entrez PY - 2010/3/4/pubmed PY - 2010/6/25/medline SP - 1604 EP - 7 JF - Organic letters JO - Org Lett VL - 12 IS - 7 N2 - A cationic rhodium(I) complex--[(C(10)H(8))Rh(cod)](+) SbF(6)(-)--catalyzes the remarkably efficient intermolecular [5 + 2] cycloaddition of vinylcyclopropanes (VCPs) and various alkynes, providing cycloheptene cycloadducts in excellent yields in minutes at room temperature. The efficacy and selectivity of this catalyst are also shown in a novel diversification strategy, affording a cycloadduct library in one step from nine commercially available components. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/20196579/Highly_efficient_facile_room_temperature_intermolecular_[5_+_2]_cycloadditions_catalyzed_by_cationic_rhodium_I_:_one_step_to_cycloheptenes_and_their_libraries_ L2 - https://doi.org/10.1021/ol100337m DB - PRIME DP - Unbound Medicine ER -