有機合成の新手段 コンピューターの活用

Abstract

Molecular mechanics calculations and MM2 transition state models based on ab initio calculations have proven to be useful in predictions (or analyses) of stereoselectivities in organic reactions. Molecular modeling by means of these calculations can also be useful in designing synthetic key intermediates. This paper describes our recent works on molecular design based on molecular mechanics calculations which are directed toward the syntheses of steroid, germacrane lactones, periplanone-B, and neocarzinostatin chromophore using macrocyclically controlled reactions. Moreover, analyses of the stereoselectivities in the protonation of the cuprate-generated enolate are discussed. Programs for the generation of starting geometries for MM2 calculations and knowledge based systems for the organic synthesis such as SYNLIB, CAS, REACCS, CAMEO, and CHIRON are also discribed.