γ-氨基醇的对映选择性和非对映选择性合成。

Enantio- and diastereoselective synthesis of γ-amino alcohols.

作者信息

Verkade Jorge M M, Quaedflieg Peter J L M, Verzijl Gerard K M, Lefort Laurent, van Delft Floris L, de Vries Johannes G, Rutjes Floris P J T

机构信息

Institute for Molecules and Materials, Radboud University, Heyendaalseweg 135, NL-6525 AJ Nijmegen, The Netherlands.

出版信息

Chem Commun (Camb). 2015 Oct 4;51(77):14462-4. doi: 10.1039/c5cc04445f. Epub 2015 Aug 14.

DOI:10.1039/c5cc04445f

PMID:26273707

Abstract

The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-products were obtained through Ir-catalyzed asymmetric transfer hydrogenation, the syn-products via Rh-catalyzed asymmetric hydrogenation.

摘要

γ-氨基醇结构单元在药物和天然产物中经常出现。我们开发了两种互补的催化非对映选择性方法，用于从相应的酮合成N-PMP保护的γ-氨基醇。通过铱催化的不对称转移氢化反应得到反式产物，通过铑催化的不对称氢化反应得到顺式产物。