Scalable, divergent synthesis of meroterpenoids via “borono-sclareolide”

DD Dixon, JW Lockner, Q Zhou…

Index: Dixon, Darryl D.; Lockner, Jonathan W.; Zhou, Qianghui; Baran, Phil S. Journal of the American Chemical Society, 2012 , vol. 134, # 20 p. 8432 - 8435

Full Text: HTML

Citation Number: 37

Abstract

A scalable, divergent synthesis of bioactive meroterpenoids has been developed. A key component of this work is the invention of “borono-sclareolide”, a terpenyl radical precursor that enables gram-scale preparation of (+)-chromazonarol. Subsequent synthetic operations on this key intermediate permit rapid access to a variety of related meroterpenoids, many of which possess important biological activity.

Related Articles:

About a practical synthesis of ambrox® from sclareol: a new preparation of a ketone key intermediate and a close look at its Baeyer–Villiger oxidation

[Moulines, Jean; Bats, Jean-Paul; Lamidey, Anne-Marie; Da Silva, Nicole Helvetica Chimica Acta, 2004 , vol. 87, # 10 p. 2695 - 2705]

About a practical synthesis of ambrox® from sclareol: a new preparation of a ketone key intermediate and a close look at its Baeyer–Villiger oxidation

[Moulines, Jean; Bats, Jean-Paul; Lamidey, Anne-Marie; Da Silva, Nicole Helvetica Chimica Acta, 2004 , vol. 87, # 10 p. 2695 - 2705]

About a practical synthesis of ambrox® from sclareol: a new preparation of a ketone key intermediate and a close look at its Baeyer–Villiger oxidation

[Moulines, Jean; Bats, Jean-Paul; Lamidey, Anne-Marie; Da Silva, Nicole Helvetica Chimica Acta, 2004 , vol. 87, # 10 p. 2695 - 2705]

Ambergis compounds from labdanolic acid

[Urones; Basabe; Marcos; Gonzalez; Jimenez; Sexmero; Lithgow Tetrahedron, 1992 , vol. 48, # 45 p. 9991 - 9998]

Ambergis compounds from labdanolic acid

[Urones; Basabe; Marcos; Gonzalez; Jimenez; Sexmero; Lithgow Tetrahedron, 1992 , vol. 48, # 45 p. 9991 - 9998]

More Articles...