DECARBOXYLATION OF ALPHA-AMINO-ACIDS CONTAINING 2 AND 3 STEREOGENIC CENTERS - A SIMPLE ONE-STEP PROCEDURE TO PREPARE 2 OPTICALLY-ACTIVE BETA-AMINO ALCOHOLS AND A BICYCLIC PYRROLIDINE DERIVATIVE

Authors
WALLBAUM S MEHLER T MARTENS J
Citation
S. Wallbaum et al., DECARBOXYLATION OF ALPHA-AMINO-ACIDS CONTAINING 2 AND 3 STEREOGENIC CENTERS - A SIMPLE ONE-STEP PROCEDURE TO PREPARE 2 OPTICALLY-ACTIVE BETA-AMINO ALCOHOLS AND A BICYCLIC PYRROLIDINE DERIVATIVE, Synthetic communications, 24(10), 1994, pp. 1381-1387
Citations number
47
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
24
Issue
10
Year of publication
1994
Pages
1381 - 1387
Database
ISI
SICI code
0039-7911(1994)24:10<1381:DOAC2A>2.0.ZU;2-4
Abstract
The decarboxylation of L-threonine (2S,3R)-1, L-hydroxyproline (2S,4R) -2 and D-2-azabicyclo[3.3.0]octan-3-carboxylic acid (1R,3R,5R)-5 yield in a simple one-step procedure the corresponding optically active bet a-amino alcohols (R)-3 and (R)-4 and the bicyclic pyrrolidine derivati ve (1R,5R)-6 in 72-82% yield and >99% ee.