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[structure: see text] A concise synthesis of both AB ring spiroisomers of the pectenotoxins is described. The nonanomeric AB spiroketal ring system of the pectenotoxins-1, -2, -3, and -6 is formed under very mild, kinetic spiroketalization conditions, along with the anomeric isomer. Only catalytic asymmetric transformations were used as the source of chirality in the synthesis route.

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A highly stereocontrolled and efficient synthesis for a fully functionalized C 10-C 22 fragment of pectenotoxin 2 is described using a convergent sequence involving a stereoselective methylation of beta-hydroxyketone as a key step.

A convergent synthesis of the CDE and CDEF ring systems of pectenotoxin-2 from C and F ring precursors is described.

The synthesis of the nonanomeric 10‐epi‐ABCDE ring system of pectenotoxin‐2 has been achieved by using a kinetic spiroketalization reaction. The synthesis of the spiroketalization precursor was achieved through a cross‐metathesis/hydrogenation sequence. The formation of the epi‐C10 isomer resulted from an unexpected anti‐Felkin selective addition of organometallic nucleophiles to the advanced CDE ring precursor. This addition reaction was investigated with differently protected α,β‐dioxygenated model aldehydes, which displayed similar anti‐Felkin selectivities with organometallic nucleophiles.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

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