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Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides.
Org Lett. 2007 Mar 29; 9(7):1307-10.OL

Abstract

[structure: see text]. We have developed a cationic rhodium(I)/Solphos complex-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition of 1,6-diyne esters with tertiary propargylic alcohols leading to enantioenriched tricyclic 3,3-disubstituted phthalides. The present method represents a versatile new route to the synthesis of enantioenriched tricyclic 3,3-disubstituted phthalides in view of the easy access to both coupling partners.

Authors+Show Affiliations

Department of Applied Chemistry, Graduate School of Engineering, and Instrumentation Analysis Center, Tokyo University of Agriculture and Technology, Koganei, Tokyo, Japan. tanaka-k@cc.tuat.ac.jpNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17338538

Citation

Tanaka, Ken, et al. "Rhodium-catalyzed Asymmetric One-pot Transesterification and [2 + 2 + 2] Cycloaddition Leading to Enantioenriched 3,3-disubstituted Phthalides." Organic Letters, vol. 9, no. 7, 2007, pp. 1307-10.
Tanaka K, Osaka T, Noguchi K, et al. Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides. Org Lett. 2007;9(7):1307-10.
Tanaka, K., Osaka, T., Noguchi, K., & Hirano, M. (2007). Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides. Organic Letters, 9(7), 1307-10.
Tanaka K, et al. Rhodium-catalyzed Asymmetric One-pot Transesterification and [2 + 2 + 2] Cycloaddition Leading to Enantioenriched 3,3-disubstituted Phthalides. Org Lett. 2007 Mar 29;9(7):1307-10. PubMed PMID: 17338538.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Rhodium-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition leading to enantioenriched 3,3-disubstituted phthalides. AU - Tanaka,Ken, AU - Osaka,Takuya, AU - Noguchi,Keiichi, AU - Hirano,Masao, Y1 - 2007/03/06/ PY - 2007/3/7/pubmed PY - 2007/5/16/medline PY - 2007/3/7/entrez SP - 1307 EP - 10 JF - Organic letters JO - Org Lett VL - 9 IS - 7 N2 - [structure: see text]. We have developed a cationic rhodium(I)/Solphos complex-catalyzed asymmetric one-pot transesterification and [2 + 2 + 2] cycloaddition of 1,6-diyne esters with tertiary propargylic alcohols leading to enantioenriched tricyclic 3,3-disubstituted phthalides. The present method represents a versatile new route to the synthesis of enantioenriched tricyclic 3,3-disubstituted phthalides in view of the easy access to both coupling partners. SN - 1523-7060 UR - https://www.unboundmedicine.com/medline/citation/17338538/Rhodium_catalyzed_asymmetric_one_pot_transesterification_and_[2_+_2_+_2]_cycloaddition_leading_to_enantioenriched_33_disubstituted_phthalides_ L2 - https://doi.org/10.1021/ol070179j DB - PRIME DP - Unbound Medicine ER -