Bicyclic Lactams Derived from Serine or Cysteine and 2-Methylpropanal-Reference-Cited by-同舟云学术

Bicyclic Lactams Derived from Serine or Cysteine and 2-Methylpropanal

Published:2020-01-21 Issue:04 Volume:31 Page:378-382
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Moloney Mark G.¹²,Bagum Halima¹,Shire Bethany R.¹,Christensen Kirsten E.¹,Genov Miroslav³,Pretsch Alexander³,Pretsch Dagmar³

Affiliation:

1. The Department of Chemistry, Chemistry Research Laboratory, University of Oxford

2. Oxford Suzhou Centre for Advanced Research

3. Oxford Antibiotic Group

Abstract

Bicyclic lactams may be prepared from serine or cysteine and 2-methylpropanal; the resulting S,N-heterocycles are more stable than the corresponding O,N-heterocycles but both are synthetic intermediates capable of further elaboration.

Funder

Commonwealth Scholarship Commission

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0039-1691569.pdf

Reference12 articles.

1. Synthetic Access to 3-Substituted Pyroglutamic Acids from Tetramate Derivatives of Serine, Threonine, allo-Threonine, and Cysteine

2. Regioselective Dieckmann cyclisations leading to enantiopure highly functionalised tetramic acid derivatives

3. Recent Developments in the Ring‐Chain Tautomerism of 1,3‐Heterocycles

4. α-alkylation of serine with self-reproduction of the center of chirality

5. Control of chemoselectivity in Dieckmann ring closures leading to tetramic acids

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