Enantioselective heck arylation of acyclic alkenol aryl ethers: synthetic applications and DFT investigation of the stereoselectivity

Autor: Carlos Roque D. Correia, Ellen C. Polo, Martí Fernández Wang, Ataualpa A. C. Braga, Ricardo Almir Angnes

Publikováno v: Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual)
Universidade de São Paulo (USP)
instacron:USP

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6d81975f943de17399822a3da7595202

Nhatrangin A: Total Syntheses of the Proposed Structure and Six of Its Diastereoisomers

Autor: Ellen C. Polo, Luiz C. Dias

Publikováno v: The Journal of Organic Chemistry. 82:4072-4112

A total synthesis of the proposed structure of nhatrangin A is described. This strategy relies on two aldol reactions to install the chiral centers at C3/C4 and C3'/C4', a lithium-mediated coupling between an advanced intermediate alkyne and a Weinre

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::532e0bb815ea50411df0cdce2a09a03c
https://doi.org/10.1021/acs.joc.6b03060

Regioselective and Stereoselective Heck-Matsuda Arylations of Trisubstituted Allylic Alkenols and Their Silyl and Methyl Ether Derivatives To Access Two Contiguous Stereogenic Centers: Expanding the Redox-Relay Process and Application in the Total Synthesis of meso-Hexestrol

Autor: Carlos Roque D. Correia, Ellen C. Polo, Carlise Frota, Henrique Esteves

Publikováno v: The Journal of organic chemistry. 83(4)

Novel palladium-catalyzed redox-relay Heck arylation reactions of trisubstituted allylic alkenols were developed employing silyl and methyl ethers. The reactions proceeded under mild conditions in moderate to high yields in an excellent anti diastere

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::1aa15b4b45dea1785542bef75a756dfa
https://pubmed.ncbi.nlm.nih.gov/29364666

ChemInform Abstract: Exploring the Aldol Reaction in the Synthesis of Bioactive Compounds

Autor: Luiz C. Dias, Ellen C. Polo, Emílio C. de Lucca, Ives A. Leonarczyk, Marco A. B. Ferreira

Publikováno v: ChemInform. 47

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::d15d695aee53e3df76dd55c67e71df4d
https://doi.org/10.1002/chin.201617267

Boron-mediated aldol reactions of a methyl ketone containing a cyclic silicon protecting group

Autor: Luiz C. Dias, Ellen C. Polo

Publikováno v: Proceedings of the 14th Brazilian Meeting on Organic Synthesis Proceedings.

Treatment of 4 with PMB-acetimidate followed by oxidation with PCC resulted in 5 (65%, 2 steps). The aldol reaction between the boron enolate of methyl ketone 5 and aldehyde 2a gave aldol adduct 6 (90%, dr > 95:05). Treatment of 6 with Me4NHB(OAc)3 (

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::4ffb6fe4e93171fa7d031f56fb903044
https://doi.org/10.5151/chempro-14bmos-r0087-1