Executive Summary : | 2-methylprop-2-en-1-ol is a structural unit present in various natural products having complex structure as well as important biological activity. This important unit can be synthesized by two elegant methodologies developed by Fustner and Micalizio. Addition of 3-substituted propyne to an aldehyde or addition of 2-substituted alkyne to an aldehyde followed by hydroxyl directed functionalization of the resulting propargylic alcohol creates 2-methylprop-2-en-1-ol unit. Recently we have utilized these two important methodologies for the synthesis of the proposed structure of Metacridamides B and found that the structure of the molecule has been reported wrongly. Therefore in this proposal the total synthesis of the actual natural product Metacridamide B will be undertaken using the strategy developed for the proposed structure of Metacridamide B. The developed strategy will be further extended to the total synthesis of other two important natural products namely Strasseriolide A, Chondrochloren A. Further it has been realized that the hydrogenation of 2-methylprop-2-en-1-ol under suitable chiral catalyst would provide diastereomerically pure 1,3-dimethyl propanol unit that is present in various natural products and this strategy will be utilized for the total synthesis of architecturally complex and biologically important natural product Thermolide E. |