Asymmetric Synthesis Using tert-Butanesulfinamide

本研究的重点有四个方面，均涉及基于手性叔丁基磺酰胺使用的方法学的发展。目标包括：高度取代的β-氨基酸的不对称合成和应用；叔丁基磺酰亚胺衍生的金属胺的反应，特别是用于合成1，3-氨基醇；在溶液中平行不对称合成胺并为快速制备具有感兴趣的生物学特性的天然产物和化合物提供固体载体；开发叔丁基磺酰胺衍生配体作为不对称催化的一类新的配体。凭借这一奖项，有机和大分子化学计划支持加州大学伯克利分校化学系的Jonathan A.Ellman博士的研究。埃尔曼教授将致力于探索叔丁基磺酰胺在不对称合成中的应用。由于超过75%的药物和候选药物含有胺功能，这项工作可能会对制药业产生重大影响。该研究也为学生掌握当前的有机合成提供了良好的训练基础。

The foci of this research are fourfold and all involve the development of methodology based on the use of chiral tert-butanesulfinamide. The goals include: Asymmetric synthesis and applications of highly substituted beta-amino acids; reactions of metalloenamines derived from tert-butanesulfinyl imines, in particular for the synthesis of 1,3-amino alcohols; parallel asymmetric synthesis of amines in solution and solid support for the rapid preparation of natural products and compounds with interesting biological properties; development of tert-butanesulfinamide derived ligands as a new class of ligands for asymmetric catalysis.With this award, the Organic and Macromolecular Chemistry Program is supporting the research of Dr. Jonathan A. Ellman of the Department of Chemistry at the University of California, Berkeley. Professor Ellman will focus his work on exploring the applications of tert-butanesulfinamide to asymmetric synthesis. Since more than 75% of drugs and drug candidates contain amine functionality, the work could have significant impact on the pharmaceutical industry. The research also provides an excellent training ground for students in current organic synthesis.