Reaction of (S)-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and beta-amino acid derivatives

Gundogdu, Ozlem; Turhan, Pinar; KÖSE, Aytekin; ALTUNDAŞ, Ramazan; KARA, Yunus

doi:10.1016/j.tetasy.2017.08.009

Reaction of (S)-homoserine lactone with Grignard reagents: synthesis of amino-keto-alcohols and beta-amino acid derivatives

Gundogdu O., Turhan P., KÖSE A., ALTUNDAŞ R., KARA Y.

TETRAHEDRON-ASYMMETRY, cilt.28, sa.9, ss.1163-1168, 2017 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 28 Sayı: 9
Basım Tarihi: 2017
Doi Numarası: 10.1016/j.tetasy.2017.08.009
Dergi Adı: TETRAHEDRON-ASYMMETRY
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier
Sayfa Sayıları: ss.1163-1168
Atatürk Üniversitesi Adresli: Evet

Özet

The ring-opening reaction of homoserine lactone with phenylmagnesium bromides was systematically examined. A reliable method to achieve beta-amino acid precursors was developed by tuning the reaction conditions to favor mono-addition to the carbonyl moiety of the lactone. (C) 2017 Elsevier Ltd. All rights reserved.