ChemInform Abstract: An Effective Bifunctional Aldehyde Linchpin for Type II Anion Relay Chemistry: Development and Application to the Synthesis of a C16—C29 Fragment of Rhizopodin.

Bruno Melillo,Amos B Iii Smith,Roberto Forestieri,Ming Z Chen

doi:10.1002/chin.201619151

ChemInform Abstract: An Effective Bifunctional Aldehyde Linchpin for Type II Anion Relay Chemistry: Development and Application to the Synthesis of a C16—C29 Fragment of Rhizopodin.

Bruno Melillo, Amos B Iii Smith + Show 2 more

https://doi.org/10.1002/chin.201619151

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Journal: ChemInform

Publication Date: Apr 1, 2016

Affiliation: University of Pennsylvania

#Anion Relay Chemistry #Bifunctional Aldehyde #Anion Relay #C29 Fragment #Nucleophilic Addition

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AbstractThe novel bifunctional aldehyde linchpin for type II anion relay chemistry (IV) is obtained involving an initial nucleophilic addition under Felkin‐Anh control affording the syn‐alkoxide, followed by 1,4‐Brook rearrangement leading to the formation of a dithiane‐stabilized carbanion and subsequent trapping with an electrophile.

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ChemInform Abstract: An Effective Bifunctional Aldehyde Linchpin for Type II Anion Relay Chemistry: Development and Application to the Synthesis of a C16—C29 Fragment of Rhizopodin.