Synthesis of external β-turn templates by reaction of protected dehydroamino acids with cyclic enaminoesters

Berry, Jane M.; Doyle, Paul M.; Young, Douglas W.

doi:10.1016/j.tet.2004.09.036

Search citation statements

Order By: Relevance

Paper Sections

Select...

■ Experimental Section1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2005

2017

Publication Types

Select...

Book3

Article2

Relationship

Self Cite0

Independent5

Authors

Journals

Cited by 5 publications

(1 citation statement)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Colorless oil (179 mg, 97%, lit. 14 yellow oil, 92%). 1 6-Ethoxy-2,3,4,5-tetrahydropyridine HBF 4 Salt (5a).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Synthesis of Imidates: TFA-Mediated Regioselective Amide Alkylation Using Meerwein’s Reagent

Popov

Somfai

2016

J. Org. Chem.

View full text Add to dashboard Cite

Regioselective O-alkylation of an amide to form the corresponding imidate is a common synthetic problem, often resulting in varying amounts of N-alkylation. Screening existing methods for converting amides to imidates gave inconsistent or irreproducible results, sometimes affording N-alkylamide as the major product. A simple and reliable protocol for amide O-alkylation with complete regioselectivity has been designed, and its scope and efficiency demonstrated on a number of substrates.

show abstract

“…Colorless oil (179 mg, 97%, lit. 14 yellow oil, 92%). 1 6-Ethoxy-2,3,4,5-tetrahydropyridine HBF 4 Salt (5a).…”

Section: ■ Experimental Sectionmentioning

confidence: 99%