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. Asymmetric synthesis of polyfunctionalized pyrrolidines and related alkaloids. Synlett: accounts and rapid communications in synthetic organic chemistry, 15 2670-2680. Asymmetric synthesis of polyfunctionalized pyrrolidines and related alkaloids AbstractThis account describes our recent studies on the development of a general method of preparing polyfunctionalized pyrrolidine, indolizidine, pyrrolizidine and pyrrolo[1,2-a]azepines and their related alkaloids. Abstract: This account describes our recent studies on the development of a general method of preparing polyfunctionalized pyrrolidine, indolizidine, pyrrolizidine and pyrrolo[1,2-a]azepines and their related alkaloids. Keywords CMMB

The volatile oil from the aerial parts of H. indicum was isolated by hydrodistillation and analysed by a combination of gas chromatography (GC-FID) and gas chromatography-mass spectrometry (GC-MS). The essential oil was obtained in 0.004% yield as a light brown liquid. The major constituents of the volatile oil of H. indicum were phytol (49.1%), 1-dodecanol (6.4%) and β β β β β-linalool (3.0%). In addition, the volatile oil showed significant antituberculosis activity against Mycobacterium tuberculosis H37Ra in the Alamar blue assay system with an MIC of 20.8 µ µ µ µ µg/ml.

The diastereoselective synthesis of castanospermine is described in 11 synthetic steps from L-xylose. The borono-Mannich reaction between L-xylose, allylamine and (E)-styrene boronic acid gives a tetrahydroxy amine with the desired configurations for C-6, C-7, C-8 and C-8a in the target molecule. A novel pyrrolo[1,2-c]oxazol-3-one precursor was employed to allow for the control of pi-facial diastereoselectivity in an osmium(VIII)-catalysed syn-dihydroxylation (DH) reaction. A regioselective ringopening of the cyclic sulfate derivative of the resulting diol then secured the C-1 hydroxyl group of castanospermine with the correct configuration. A Mitsunobu cyclization then provided di-O-benzyl castanospermine and ultimately the final target alkaloid.