Critcher, Douglas J.; Connolly, Stephen; Wills, Martin published the artcile< Total Synthesis of Halicholactone and Neohalicholactone>, Formula: C6H10O5, the main research area is halicholactone neohalicholactone total synthesis absolute configuration.
The total syntheses of the marine natural products neohalicholactone and halicholactone, in enantiomerically pure form, were reported. Key steps in the syntheses of each compound included a cis-selective Wittig reaction, stereoselective cyclopropanation, nine-membered lactone formation using the Yamaguchi method and late-stage stereoselective Cr(II)/Ni(II) mediated coupling of vinyl iodides (R,E)-Me(CH2)4CH(OSiPh2CMe3)CH:CHI and (1E,3R,5Z)-MeCH2CH:CHCH2CH(OSiMe2CMe3)CH:CHI with aldehyde I. In the case of the neohalicholactone synthesis the two major components, which were coupled in this convergent synthesis, were each derived from the enantiomers of com. available malic acid. The synthesis served to confirm the original assignment of absolute configuration which was made by Yamada and Clardy. It was also demonstrated, through the preparation of diastereoisomers, that another reported compound closely related to neohalicholactone was likely to be the 15-epineohalicholactone.
Journal of Organic Chemistry published new progress about Cyclopropanation (stereoselective). 617-55-0 belongs to class esters-buliding-blocks, and the molecular formula is C6H10O5, Formula: C6H10O5.
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