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A synthetic route to the saxitoxin skeleton: synthesis of decarbamoyl α-saxitoxinol, an analogue of saxitoxin produced by the cyanobacterium Lyngbya wollei.
TLDR
A novel bromocyclization strategy for the syntheses of cyclic guanidines from simple acyclic substrates was developed, which enabled the synthesis of decarbamoyl a-saxitoxinol, which is a nontoxic, naturally occurring analogue of saxitoxin produced by the cyanobacterium Lyngyba wollei.
Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels.
TLDR
The cell-based colorimetric assay showed that the synthesized carboxylic acid exhibited a potent inhibitory activity on voltage-gated sodium channels.
Syntheses of Naturally Occurring Terphenyls and Related Compounds
TLDR
Naturally occurring terphenyls and related compounds such as terferol and its corresponding quinone and phlebiarubrone were synthesized from 2,5-diphenyl-1,4-benzoquinone to find a low-yield conversion to the ustalic acid dimethyl ester.
Structural Study on a Naturally Occurring Terphenyl Quinone
TLDR
Two terphenyl quinones were synthesized for a structural study on a naturally occurring biologically active terphenYL quinone and its NMR spectra were identical to those of the natural product.
Bromocyclization of AlkynylGuanidine: A New Approach to the Synthesis of Cyclic Guanidinesof Saxitoxin
Bromocyclization of propargyl and homopropargyl guanidines possessing homopropargyl alcohol provides five- and six-membered cyclic guanidines with spiro-hemiaminal, respectively, a candidate of
Unexpected metal-free transformation of gem-Dibromomethylenes to ketones under acetylation conditions.
TLDR
Novel conditions for the transformation of gem-dibromomethylenes to ketones are described and a radical mechanism is proposed based on experimental results.
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