Addition of Carbon-Based Nucleophiles to Fmoc-Protected Acyl Iminium Ions

被引：15

作者：

Hartman, Alison E. ^{[1
]}

Brophy, Cheryl L. ^{[1
]}

Cupp, Julia A. ^{[1
]}

Hodge, Daniel K. ^{[1
]}

Peelen, Timothy J. ^{[1
]}

机构：

[1] Lebanon Valley Coll, Dept Chem, Annville, PA 17003 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 10期

关键词：

RING-OPENING REACTIONS; EFFICIENT DIRECT SYNTHESIS; BETA-AMINO ALCOHOLS; STEREOSELECTIVE-SYNTHESIS; SEMICYCLIC N; O-ACETALS; ACID; CHEMISTRY; REAGENTS;

D O I：

10.1021/jo8027714

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Weakly basic carbon nucleophiles add efficiently to a Fmoc-protected N,O-acetal compound. The new reactions highlight the compatibility of the Fmoc protecting group with moderately basic reaction conditions and should serve as a model for the development of more efficient syntheses of Fmoc-protected amino acids.

引用

页码：3952 / 3954

页数：3

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