๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Asymmetric synthesis of (s)-methyl-3-hydroxyalkanoates from ketene and 2,2-dichloroaldehydes via 4-(1,1-dichloroalkyl)-2-oxetanones

โœ Scribed by Peter E.F. Ketelaar; Emiel G.J. Staring; Hans Wynberg

Book ID
104228932
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
233 KB
Volume
26
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

โœฆ Synopsis

Using the quinidine catalyzed cycloaddition reaction of ketene and 2,2dichloroaldehydes, the preparation of several optically pure (S)-methyl-3-hydroxyalkanoates is reported.

๐Ÿ“œ SIMILAR VOLUMES

Synthesis of (2S,1โ€ฒ S,2โ€ฒ S)-2-methyl-2-(
Synthesis of (2S,1โ€ฒ S,2โ€ฒ S)-2-methyl-2-(carboxycyclopropyl)glycine and (S)-2-amino-2-methyl-4-phosphonobutyric acid from l-alanine
โœ Dawei Ma; Zhaochun Ma; Jiqing Jiang; Zhen Yang; Chongzhi Zheng ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ English โš– 324 KB

The synthesis of two isotype-selective antagonists for metabotropic glutamate receptors, (2S, l'S,2'S)-2-methyl-2-(carboxycyclopropyl)glycine and (S)-2-amino-2methyl-4-phosphonobutyric acid from L-alanine is described. (~) 1997 Elsevier Science Ltd. All fights reserved.

Diastereo- and enantioselective synthesi
Diastereo- and enantioselective synthesis of 2,3- and 1,2-disubstituted 4-oxophosphonates via asymmetric Michael addition
โœ Dieter Enders; Heiner Wahl; Kyriakos Papadopoulos ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 974 KB

Asymmetric Michael addition of lithiated SAMP hydrazones (S)-2 to a variety of alkenylphosphonates (E)-3 followed by oxidative cleavage of the 1,4-adducts 4 afforded 2,3-disubstituted 4-oxophosphonates 5 with good to very good yields (58-80%), low to moderate diastereomeric (de 6-74%) and excellent