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Enantioselective construction of the tricyclic core of curcusones A-D via a cross-electrophile coupling approach.


ABSTRACT: Herein we report our recent progress toward the enantioselective total synthesis of the diterpenoid natural products curcusones A-D by means of complementary Stetter annulation or ring-closing metathesis (RCM) disconnections. Using the latter approach, we have achieved the concise construction of the 5-7-6 carbocyclic core embedded in each member of the curcusone family. Essential to this route is the use of a cross-electrophile coupling strategy, which has not previously been harnessed in the context of natural product synthesis.

SUBMITTER: Wright AC 

PROVIDER: S-EPMC6988747 | biostudies-literature | 2019 Dec

REPOSITORIES: biostudies-literature

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Enantioselective construction of the tricyclic core of curcusones A-D <i>via</i> a cross-electrophile coupling approach.

Wright Austin C AC   Stoltz Brian M BM  

Chemical science 20191001 45


Herein we report our recent progress toward the enantioselective total synthesis of the diterpenoid natural products curcusones A-D by means of complementary Stetter annulation or ring-closing metathesis (RCM) disconnections. Using the latter approach, we have achieved the concise construction of the <b>5-7-6</b> carbocyclic core embedded in each member of the curcusone family. Essential to this route is the use of a cross-electrophile coupling strategy, which has not previously been harnessed i  ...[more]

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