Two Enantiomeric Pairs of Meroterpenoids from <i>Rhododendron capitatum</i>

Liao, Hai‐Bing; Lei, Chun; Gao, Lixin; Li, Jing-Ya; Hou, Ai‐Jun

doi:10.1021/acs.orglett.5b02515

Cited by 57 publications

(33 citation statements)

References 13 publications

(10 reference statements)

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“…It is also notable that all the compounds with exception of 18 and 25 were isolated as racemates, actually numerous racemic natural products have been also isolated from plants. 16,17 Although natural compounds are normally considered as enzyme-catalyzed products, the fact that racemic products were isolated might be closely associated with their minor nature in the organisms. …”

Section: H Cosy Spectrum Of 20 (Supplementary Material) Shows That Comentioning

confidence: 99%

Miscellaneous meroterpenoids from Ganoderma applanatum

Luo

Yang

et al. 2016

Tetrahedron

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Section: H Cosy Spectrum Of 20 (Supplementary Material) Shows That Comentioning

confidence: 99%

Miscellaneous meroterpenoids from Ganoderma applanatum

Luo

Yang

et al. 2016

Tetrahedron

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“…Many of the natural products arise directly from photochemical [2 + 2] dimerization processes of simpler alkene building blocks, as in the truxillic and truxinic acids (from cinnamic acid) 16 and sceptrin (from hymenidin). 17 Beyond these dimeric compounds, arylcyclobutane scaffolds are also observed in monoterpenoids such as cannabicyclol, 18 murrayamine M, 19 rhodonoids A and B, 20 and cochlearol B. 21 Arylcyclobutanes are considered intriguing systems for drug discovery because they place functionality in a defined spatial orientation.…”

Section: Introductionmentioning

confidence: 99%

Regio- and Stereoselective Rhodium(II)-Catalyzed C–H Functionalization of Cyclobutanes

Garlets

Wertz

Liu

et al. 2020

Chem

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Recent developments in controlled C-H functionalization transformations continue to inspire new retrosynthetic disconnections. One tactic in C-H functionalization is the intermolecular C-H insertion reaction of rhodium-bound carbenes. These intermediates can undergo highly selective transformations through the modulation of the ligand framework of the rhodium catalyst. This work describes our continued efforts toward differentiating C-H bonds in the same molecule by judicious catalyst choice. Substituted cyclobutanes that exist as a mixture of interconverting conformers and possess neighboring C-H bonds within a highly strained framework are the targets herein for challenging the current suite of catalysts. Although most C-H functionalization tactics focus on generating 1,2-disubstituted cyclobutanes via substratecontrolled directing-group methods, the regiodivergent methods discussed in this paper provide access to chiral 1,1-disubstituted and cis-1,3-disubstituted cyclobutanes simply by changing the catalyst identity, thus permitting entry to novel chemical space.

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“…The polycyclic compounds are widely found in natural products [3], drug molecules [4] and bioactive compounds, [5] and due to the complicated structure and potential biological activity, the development of new methods for the synthesis of novel polycyclic compounds is of great insterest. As part of our continuing efforts on the efficient synthetic methods for cyclic compounds synthesis, [6] herein, we report a useful method and the crystal structure of the titled compound.…”

Section: Commentmentioning

confidence: 99%