Total synthesis of (R)-(+)-salsolidine by hydride addition to (R)-N-tert-butanesulfinyl ketimine

被引：18

作者：

Grajewska, Agnieszka ^{[1
]}

Rozwadowska, Maria D. ^{[1
]}

机构：

[1] Adam Mickiewicz Univ Poznan, Fac Chem, PL-60780 Poznan, Poland

来源：

TETRAHEDRON-ASYMMETRY | 2007年 / 18卷 / 04期

关键词：

D O I：

10.1016/j.tetasy.2007.01.033

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

(R)-(+)-Salsolidine 1 of high enantiomeric purity was synthesized using the Pomeranz-Fritsch-Bobbitt methodology, in which the reduction (NaBH4, DIBAL-H) of N-tert-butanesulfinyl ketimine, derived from 3,4-dimethoxyacetophenone, was the key step. The synthesis was completed in a sequence of reactions involving the removal of the chiral auxiliary, N-alkylation with 2,2-diethoxyethyl bromide and final cyclization/hydrogenolysis. (c) 2007 Elsevier Ltd. All rights reserved.

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收藏

页码：557 / 561

页数：5

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