| JACHAK, Gorakhnath Rajaram, Prabhakara Rao THARRA, Petr SEVELDA and Jakub ŠVENDA. Stereocontrolled Synthesis of Pseurotin A(2). Journal of Organic Chemistry. Washington, D.C.: American Chemical Society, 2021, vol. 86, No 17, p. 11845-11861. ISSN 0022-3263. Available from: https://dx.doi.org/10.1021/acs.joc.1c01152. |
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@article{1796960,
author = {Jachak, Gorakhnath Rajaram and Tharra, Prabhakara Rao and Sevelda, Petr and Švenda, Jakub},
article_location = {Washington, D.C.},
article_number = {17},
doi = {http://dx.doi.org/10.1021/acs.joc.1c01152},
keywords = {Mixtures; Organic compounds; Anions; Solutions; Ethyl groups},
language = {eng},
issn = {0022-3263},
journal = {Journal of Organic Chemistry},
title = {Stereocontrolled Synthesis of Pseurotin A(2)},
url = {https://doi.org/10.1021/acs.joc.1c01152},
volume = {86},
year = {2021}
}
TY - JOUR
ID - 1796960
AU - Jachak, Gorakhnath Rajaram - Tharra, Prabhakara Rao - Sevelda, Petr - Švenda, Jakub
PY - 2021
TI - Stereocontrolled Synthesis of Pseurotin A(2)
JF - Journal of Organic Chemistry
VL - 86
IS - 17
SP - 11845-11861
EP - 11845-11861
PB - American Chemical Society
SN - 00223263
KW - Mixtures
KW - Organic compounds
KW - Anions
KW - Solutions
KW - Ethyl groups
UR - https://doi.org/10.1021/acs.joc.1c01152
N2 - We report synthesis of two diastereomeric structures previously proposed for the complex secondary metabolite pseurotin A(2). Both structures were accessed from the same building blocks taking advantage of a stereodivergent nickel(II)-iamine-catalyzed 1,4-addition of a chiral 2-alkoxycarbonyl-3(2H)-furanone. Late-stage Csp-Csp(3) cross-coupling of a highly functionalized bromoalkyne featured in the pseurotin A(2) side-chain assembly. The work supports the 2016 stereochemical revision of pseurotin A(2) and represents the first chemical synthesis of this natural product.
ER -
JACHAK, Gorakhnath Rajaram, Prabhakara Rao THARRA, Petr SEVELDA and Jakub ŠVENDA. Stereocontrolled Synthesis of Pseurotin A(2). \textit{Journal of Organic Chemistry}. Washington, D.C.: American Chemical Society, 2021, vol.~86, No~17, p.~11845-11861. ISSN~0022-3263. Available from: https://dx.doi.org/10.1021/acs.joc.1c01152.
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