Work

Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to α , β -Dehydroamino Acids

Year: 2009

Type: article

Abstract: 5-Methoxy-2-phenyloxazole was deprotonated at C4 (by n -BuLi or LDA, in THF at −78 C∘ ). The resulting anion was generally unreactive to alkylation (except methylation with MeI-TMEDA) but added to PhCHO and Me2 CHCHO. The alcohols thus produced dehydrated and ring opened in acid, to the corresponding α , β -dehydroamino acids in moderate overall yields.

Source: Organic Chemistry International

DOI: 10.1155/2010/452956

Authors: Sosale Chandrasekhar, Malempati Srimannarayana

Institution: Indian Institute of Science Bangalore

Language: English

Topic: Coordination Chemistry and Organometallics

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

OpenAlex ID: W1981106524

FWCI: 0.302

Cites: 10

Cited by: 3

Related to: 10