Concise Synthesis of GB22 by Endo-Selective Siloxycyclopropane Arylation
Keyword(s):
<div><div><div><p>The first synthesis of GB22 was accomplished by a con- cise, modular route. Two building blocks converged in a novel sp3-sp2 attached-ring coupling that used Ir/Ni dual-catalysis to reverse the regioselectivity of siloxycy- clopropane arylation. This cross-coupling proved general to access β-substituted tetralones via ring-expansion of indanone-derived siloxycyclopropanes. The congested, bridging rings of the GB alkaloids were completed using an aluminum-HFIP complex that effected intramolecular cyclization of an acid-labile substrate.</p></div></div></div>
2019 ◽
Keyword(s):
2002 ◽
Vol 57
(4)
◽
pp. 471-478
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Keyword(s):
2019 ◽
Vol 2019
(36)
◽
pp. 6198-6202
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Keyword(s):
2020 ◽
Vol 59
(22)
◽
pp. 8481-8485