Total synthesis of (−)-epimyrtine by a gold-catalyzed hydroamination approach

Autor: Thi Thanh Huyen Trinh, Khanh Hung Nguyen, Patricia de Aguiar Amaral, Nicolas Gouault

Publikováno v: Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 2042-2047 (2013)

A new approach to the total synthesis of (−)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natur

Externí odkaz: https://doaj.org/article/81cde96f3c37465baccce6f09729a08f

Total synthesis of (-)-epimyrtine by a gold-catalyzed hydroamination approach

Autor: Nicolas Gouault, Patricia de Aguiar Amaral, Khanh Hung Nguyen, Thi Thanh Huyen Trinh

Publikováno v: Beilstein Journal of Organic Chemistry
Beilstein Journal of Organic Chemistry, 2012, 9, pp.2042-7. ⟨10.3762/bjoc.9.242⟩
Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 2042-2047 (2013)
Beilstein Journal of Organic Chemistry, Beilstein-Institut, 2012, 9, pp.2042-7. ⟨10.3762/bjoc.9.242⟩

International audience; A new approach to the total synthesis of (-)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformati

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::47f7afd5d279613c1b083ea9aa71d8f7
https://univ-rennes.hal.science/hal-01116168

Cascade Iminium Ion Reactions for the Facile Synthesis of Quinolizidines. Concise Syntheses of (±)-Epilupinine and (−)-Epimyrtine

Autor: Shawn M. Amorde, Stephen F. Martin, and Andrew S. Judd

Publikováno v: Organic Letters. 7:2031-2033

Several novel cascade processes have been designed and developed that involve sequential reactions of imines and iminium ions to form substituted quinolizidine ring systems in a single step from simple and readily available starting materials. The ut

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6e03ab9a96692cc787b8cd99e96f9720
https://doi.org/10.1021/ol050544b

Stereoselective synthesis of 2,6-cis- and 2,6-trans-piperidines through organocatalytic aza-Michael reactions: a facile synthesis of (+)-myrtine and (-)-epimyrtine

Autor: Hyoungsu Kim, Jiyong Hong, Yongcheng Ying

Publikováno v: Organic letters. 13(4)

Both 2,6-cis- and 2,6-trans-piperidines were prepared from common substrates through organocatalytic aza-Michael reactions promoted by the gem-disubstituent effect in conjunction with dithiane coupling reactions. The organocatalytic aza-Michael react

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6322bb1c065e32c6549d49943a40a49e
https://pubmed.ncbi.nlm.nih.gov/21250755

ChemInform Abstract: Diastereoselective Cyclization of Allylsilanes on α-Acyliminium Ions. A New Approach to (.+-.)-Myrtine and (.+-.)-Epimyrtine

Autor: Roland Remuson, Alain Louvet, Jean-Claude Gramain, Yvonne Gelas-Mialhe

Publikováno v: ChemInform. 23

Total synthesis of (±)-myrtine and (±) epimyrtine is described using an intromolecular allylsi1ane N acyliminium ion cyclization.

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::63d8942709af0f486bd66bffc3911208
https://doi.org/10.1002/chin.199234293