Premium
A Short Synthesis of (±)‐Oxetin
Author(s) -
Bach Thorsten,
Schröder Jürgen
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719971113
Subject(s) - chemistry , glyoxylate cycle , yield (engineering) , stereoselectivity , combinatorial chemistry , amino acid , stereochemistry , organic chemistry , biochemistry , catalysis , materials science , metallurgy , enzyme
The antibiotic β‐amino acid oxetin ( rac ‐ 1 ) has been prepared by the stereoselective Paternò‐Büchi reaction of enecarbamate 2 and n ‐butyl glyoxylate ( 5 ). The overall yield of the four‐step synthesis is 14%. The order of the deprotection steps proved to be important in minimizing possible side reactions.