Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation

Inji Shin; Suckchang Hong; Michael J. Krische

doi:10.1021/jacs.6b10645

Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation

Inji Shin
, Suckchang Hong
, Michael J. Krische

Dept. of Fine Chemistry

University of Texas at Austin

Research output: Contribution to journal › Article › peer-review

55 Scopus citations

Abstract

Diverse hydrogen-mediated C-C couplings enable construction of the actin-binding marine polyketide swinholide A in only 15 steps (longest linear sequence), roughly half the steps required in two prior total syntheses. The redox-economy, chemo- and stereoselectivity embodied by this new class of C-C couplings are shown to evoke a step-change in efficiency.

Original language	English
Pages (from-to)	14246-14249
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	138
Issue number	43
DOIs	https://doi.org/10.1021/jacs.6b10645
State	Published - 2 Nov 2016

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title = "Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation",

abstract = "Diverse hydrogen-mediated C-C couplings enable construction of the actin-binding marine polyketide swinholide A in only 15 steps (longest linear sequence), roughly half the steps required in two prior total syntheses. The redox-economy, chemo- and stereoselectivity embodied by this new class of C-C couplings are shown to evoke a step-change in efficiency.",

author = "Inji Shin and Suckchang Hong and Krische, \{Michael J.\}",

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AU - Shin, Inji

AU - Hong, Suckchang

AU - Krische, Michael J.

PY - 2016/11/2

Y1 - 2016/11/2

N2 - Diverse hydrogen-mediated C-C couplings enable construction of the actin-binding marine polyketide swinholide A in only 15 steps (longest linear sequence), roughly half the steps required in two prior total syntheses. The redox-economy, chemo- and stereoselectivity embodied by this new class of C-C couplings are shown to evoke a step-change in efficiency.

AB - Diverse hydrogen-mediated C-C couplings enable construction of the actin-binding marine polyketide swinholide A in only 15 steps (longest linear sequence), roughly half the steps required in two prior total syntheses. The redox-economy, chemo- and stereoselectivity embodied by this new class of C-C couplings are shown to evoke a step-change in efficiency.

UR - https://www.scopus.com/pages/publications/84994337395

U2 - 10.1021/jacs.6b10645

DO - 10.1021/jacs.6b10645

M3 - Article

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 43

ER -

Total Synthesis of Swinholide A: An Exposition in Hydrogen-Mediated C-C Bond Formation

Abstract

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