The naturally occurring but scarce marine neurotoxins azaspiracids-1, -2, and -3 have been synthesized from five key building blocks by a convergent strategy that involved dithiane and Stille coupling reactions. The ABCD fragments were constructed through a cascade reaction involving deprotection/self-assembly of the precursors, while the FGHI fragment was forged by a neodymium triflate-induced cyclization. The final ring closure (ring G) was achieved, after the union of all fragments, through an iodoetherification reaction followed by reductive removal of the facilitating iodine residue. These improved, second-generation routes confirm the absolute structures and render all three azaspiracids readily available for biological studies
Graduation date: 2010The structural architecture present in marine toxin azaspiracid - 20 stereocent...
As a build-up to the synthesis of the proposed structure of azaspiracid, both enantiomers of fragmen...
A convergent and stereoselective total synthesis of the previously assigned structure of azaspiracid...
The naturally occurring but scarce marine neurotoxins azaspiracids-1, -2, and -3 have been synthesiz...
The key building blocks (6, 7, and 8) for the intended construction of the originally proposed struc...
An illusive target: The two proposed structures of azaspiracid-1 (1 and FGHI-epi-1), were synthesize...
Graduation date: 2013Azaspiracid-1, a novel marine toxin that contains 9 rings and 20 stereogenic ce...
Access restricted to the OSU CommunityDiscussed herein is the evolution of the strategies for the sy...
Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the...
Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the...
The 39 steps: The recently proposed revised structures of azaspiracid-2 and -3 (see picture), the tw...
The previously accepted structure of the marine toxin azaspiracid-3 is revised based upon an origina...
Azaspiracid-34 (AZA34) is a recently described structurally unique member of the azaspiracid class o...
A highly stereoselective and convergent approach for the key intermediate of the FGHI ring system of...
An efficient synthesis of the C1–C21 fragment of azaspiracids-1 and −3 is described. This features a...
Graduation date: 2010The structural architecture present in marine toxin azaspiracid - 20 stereocent...
As a build-up to the synthesis of the proposed structure of azaspiracid, both enantiomers of fragmen...
A convergent and stereoselective total synthesis of the previously assigned structure of azaspiracid...
The naturally occurring but scarce marine neurotoxins azaspiracids-1, -2, and -3 have been synthesiz...
The key building blocks (6, 7, and 8) for the intended construction of the originally proposed struc...
An illusive target: The two proposed structures of azaspiracid-1 (1 and FGHI-epi-1), were synthesize...
Graduation date: 2013Azaspiracid-1, a novel marine toxin that contains 9 rings and 20 stereogenic ce...
Access restricted to the OSU CommunityDiscussed herein is the evolution of the strategies for the sy...
Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the...
Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the...
The 39 steps: The recently proposed revised structures of azaspiracid-2 and -3 (see picture), the tw...
The previously accepted structure of the marine toxin azaspiracid-3 is revised based upon an origina...
Azaspiracid-34 (AZA34) is a recently described structurally unique member of the azaspiracid class o...
A highly stereoselective and convergent approach for the key intermediate of the FGHI ring system of...
An efficient synthesis of the C1–C21 fragment of azaspiracids-1 and −3 is described. This features a...
Graduation date: 2010The structural architecture present in marine toxin azaspiracid - 20 stereocent...
As a build-up to the synthesis of the proposed structure of azaspiracid, both enantiomers of fragmen...
A convergent and stereoselective total synthesis of the previously assigned structure of azaspiracid...