Gold-Catalyzed Cyclization/Hydroboration of 1,6-Enynes: Synthesis of Bicyclo[3.1.0]hexane Boranes.
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DOI: 10.1021/acs.orglett.2c03812
Abstract: The gold-catalyzed cyclization/hydroboration of 1,6-enynes offers facile, versatile, and atom-economical one-step access to bicyclo[3.1.0]hexane boranes. This new protocol proceeds in moderate to good yields under mild conditions. Different from bicyclo[3.1.0]hexane borates, these products are stable… read more here.
Keywords: cyclization hydroboration; catalyzed cyclization; bicyclo hexane; gold catalyzed ... See more keywords
Disproportionation-Inspired Construction of Highly Functionalized Bicyclo[3.2.1]octanes.
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DOI: 10.1021/acs.orglett.3c00397
Abstract: The formation of one unavoidable byproduct in traditional disproportionation reactions limits their applications in synthesis. Inspired by convergent disproportionation, we develop an iodine-induced cyclization and oxidation of allylic alcohols to produce highly functionalized bicyclo[3.2.1]octanes through… read more here.
Keywords: highly functionalized; disproportionation inspired; functionalized bicyclo; bicyclo octanes ... See more keywords
Nazarov Cyclization Entry to Chiral Bicyclo[5.3.0]decanoid Building Blocks and Its Application to Formal Synthesis of (-)-Englerin A.
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DOI: 10.1021/acs.orglett.7b02428
Abstract: A divergent entry to the chiral bicyclo[5.3.0]decane skeletons relevant to sesqui- and higher terpenoids has been achieved. Its usefulness was demonstrated by formal synthesis of a guaiane sesquiterpenoid (-)-englerin A. The key reactions are (i)… read more here.
Keywords: bicyclo; formal synthesis; chiral bicyclo; nazarov cyclization ... See more keywords
Twofold Radical-Based Synthesis of N,C-Difunctionalized Bicyclo[1.1.1]pentanes.
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DOI: 10.1021/jacs.1c04180
Abstract: Bicyclo[1.1.1]pentylamines (BCPAs) are of growing importance to the pharmaceutical industry as sp3-rich bioisosteres of anilines and N-tert-butyl groups. Here we report a facile synthesis of 1,3-disubstituted BCPAs using a twofold radical functionalization strategy. Sulfonamidyl radicals,… read more here.
Keywords: twofold radical; based synthesis; synthesis difunctionalized; bicyclo ... See more keywords
The emerging role of radical chemistry in the amination transformation of highly strained [1.1.1]propellane: Bicyclo[1.1.1]pentylamine as bioisosteres of anilines
Sign Up to like & getrecommendations! Published in 2022 at "Frontiers in Chemistry"
DOI: 10.3389/fchem.2022.997944
Abstract: Bicyclo[1.1.1]pentylamines (BPCAs), emerging as sp3-rich surrogates for aniline and its derivatives, demonstrate unique structural features and physicochemical profiles in medicinal and synthetic chemistry. In recent years, compared with conventional synthetic approaches, the rapid development of… read more here.
Keywords: chemistry; radical chemistry; amination transformation; highly strained ... See more keywords
Trifluoroacetylation of Alcohols During NMR Study of Compounds with Bicyclo[2.2.1]heptane, Oxabicyclo[3.3.0]octane and Bicyclo[3.3.0]octane Skeleton
Sign Up to like & getrecommendations! Published in 2021 at "Revista De Chimie"
DOI: 10.37358/rc.21.2.8428
Abstract: TFA was added to a solution of a bicyclo[2.2.1]heptane azide-alcohol in CDCl3 to correctly characterize the compound, but during 24 h gave the trifluoro acetylated compound in quantitative yield. NMR spectra of the esterified compound… read more here.
Keywords: heptane oxabicyclo; bicyclo heptane; oxabicyclo octane; bicyclo ... See more keywords