通过烯醇盐加成到叔丁基亚磺酰亚胺上，不对称合成具有广泛取代模式的β-氨基酸衍生物。
Asymmetric synthesis of beta-amino acid derivatives incorporating a broad range of substitution patterns by enolate additions to tert-butanesulfinyl imines.
作者信息
Tang Tony P, Ellman Jonathan A
机构信息
Center for New Directions in Organic Synthesis and the Department of Chemistry, University of California, Berkeley 94720-1460, USA.
出版信息
J Org Chem. 2002 Nov 1;67(22):7819-32. doi: 10.1021/jo025957u.
Addition of Ti(Oi-Pr)(3) ester enolates to tert-butanesulfinyl aldimines and ketimines provided beta-substituted, alpha,beta- and beta,beta-disubstituted, alpha,beta,beta- and alpha,alpha,beta-trisubstituted, and alpha,alpha,beta,beta-tetrasubstituted beta-amino acid derivatives in high yields and with high diastereoselectivites. The N-sulfinyl-beta-amino ester products were further employed as versatile intermediates for both standard solution-phase and solid-phase synthetic transformations, including the synthesis of beta-peptide foldamers.
将异丙醇钛（Ⅲ）酯烯醇盐添加到叔丁基亚磺酰醛亚胺和酮亚胺中，可高产率、高非对映选择性地得到β-取代、α,β-和β,β-二取代、α,β,β-和α,α,β-三取代以及α,α,β,β-四取代的β-氨基酸衍生物。N-亚磺酰基-β-氨基酸酯产物进一步用作标准溶液相和固相合成转化的通用中间体，包括β-肽折叠体的合成。
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