Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling

An efficient synthesis of the C14–C21 acid fragment of cytochalasin Z(8) was accomplished in 10 steps with 14% overall yield. Boron-mediated anti-selective aldol condensation and Pd(OAc)(2)–Aphos-Y-catalysed B-alkyl Suzuki–Miyaura cross-coupling were employed to construct the requisite C17 and C18 s...

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Detalles Bibliográficos
Autor principal: Han, Weiwei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9077782/
https://www.ncbi.nlm.nih.gov/pubmed/35542899
http://dx.doi.org/10.1039/c7ra13391j
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author Han, Weiwei
author_facet Han, Weiwei
author_sort Han, Weiwei
collection PubMed
description An efficient synthesis of the C14–C21 acid fragment of cytochalasin Z(8) was accomplished in 10 steps with 14% overall yield. Boron-mediated anti-selective aldol condensation and Pd(OAc)(2)–Aphos-Y-catalysed B-alkyl Suzuki–Miyaura cross-coupling were employed to construct the requisite C17 and C18 stereogenic centres and alkene subunit.
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spelling pubmed-90777822022-05-09 Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling Han, Weiwei RSC Adv Chemistry An efficient synthesis of the C14–C21 acid fragment of cytochalasin Z(8) was accomplished in 10 steps with 14% overall yield. Boron-mediated anti-selective aldol condensation and Pd(OAc)(2)–Aphos-Y-catalysed B-alkyl Suzuki–Miyaura cross-coupling were employed to construct the requisite C17 and C18 stereogenic centres and alkene subunit. The Royal Society of Chemistry 2018-01-22 /pmc/articles/PMC9077782/ /pubmed/35542899 http://dx.doi.org/10.1039/c7ra13391j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Han, Weiwei
Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title_full Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title_fullStr Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title_full_unstemmed Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title_short Synthesis of C14–C21 acid fragments of cytochalasin Z(8)via anti-selective aldol condensation and B-alkyl Suzuki–Miyaura cross-coupling
title_sort synthesis of c14–c21 acid fragments of cytochalasin z(8)via anti-selective aldol condensation and b-alkyl suzuki–miyaura cross-coupling
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9077782/
https://www.ncbi.nlm.nih.gov/pubmed/35542899
http://dx.doi.org/10.1039/c7ra13391j
work_keys_str_mv AT hanweiwei synthesisofc14c21acidfragmentsofcytochalasinz8viaantiselectivealdolcondensationandbalkylsuzukimiyauracrosscoupling

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