Asymmetric Syntheses of α‐Aminophosphonic Acids, V. Synthesis of Enantiomerically Pure Diethyl 2‐Pyrrolidinyl‐ and 5‐Oxo‐2‐pyrrolidinylphosphonates | Zendy

Groth Ulrich | Zendy; Richter Lutz | Zendy; Schöllkopf Ulrich | Zendy

Premium

Asymmetric Syntheses of α‐Aminophosphonic Acids, V. Synthesis of Enantiomerically Pure Diethyl 2‐Pyrrolidinyl‐ and 5‐Oxo‐2‐pyrrolidinylphosphonates

Author(s) -

Groth Ulrich,

Richter Lutz,

Schöllkopf Ulrich

Publication year - 1992

Publication title -

liebigs annalen der chemie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 0170-2041

DOI - 10.1002/jlac.1992199201150

Subject(s) - chemistry , pyroglutamic acid , camphor , hydrolysis , derivative (finance) , proline , organic chemistry , medicinal chemistry , stereochemistry , amino acid , biochemistry , financial economics , economics

Enantiomerically pure 3‐ and 4‐substituted phosphonic acid derivatives 5 of pyroglutamic acid were prepared by a Michael addition of the lithiated (+)‐camphor derivative 2 to α,β‐unsaturated esters and subsequent hydrolysis. The reduction of the lactams 5 with LiBH 4 /BF 3 · OEt 2 afforded substituted phosphonic acid analogues 7 of proline.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research