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A stereoselective synthesis of (3S,4S) statine and related compounds

✍ Scribed by D Misiti; G Zappia


Book ID
104221885
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
192 KB
Volume
31
Category
Article
ISSN
0040-4039

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πŸ“œ SIMILAR VOLUMES


An expeditious synthesis of (3S,4S)-stat
✍ Yoshiji Takemoto; Teruyo Matsumoto; Yoshio Ito; Shiro Terashima πŸ“‚ Article πŸ“… 1990 πŸ› Elsevier Science 🌐 French βš– 183 KB

The title synthesis could be accomplished by employing highly stereoselective aldol reaction of Omethyl-0-trimethylsilyl ketene acetal with the (S)-a-amido aldehyde (2) in the presence of titanium (IV) chloride as a key step.

Synthesis of diastereomerically and enan
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Diastcrcomcrically and enantiomerically pure (3S,4S kstatinc (2). the non-prolcinogcnic amino acid of thc protease inhibitor pepstatin (1). has bccn prepared rrom ( R )-2,3-0-isopropylideneglywrddchyde (4) in nine steps and 13% overall yield.

Asymmetric Synthesis via Acetal Template
✍ R.G. Andrew; R.E. Conrow; J.D. Elliott; W.S. Johnson; S. Ramezani πŸ“‚ Article πŸ“… 1987 πŸ› Elsevier Science 🌐 French βš– 240 KB

## Several (3S,4S)-and (3S,4R)-statine derivatives have been prepared by attack of nucleophiles on crystalline, epimeric N-BOC-lactams 7a and 76. The key step in the synthesis of the lactams was the TiC/4-catalyzed coupling reactions of acetals derived from (R)-1,3-butanediol with a//y/trimethy/si

Stereoselective synthesis of (2S,3S,4R,5
✍ Makoto Oba; Tsutomu Terauchi; Jun Hashimoto; Tomohiro Tanaka; Kozaburo Nishiyama πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 227 KB

A catalytic deuteration of protected 3,4-dehydro-L-proline using RuCI2(PPh3) 3 followed by RuO~-oxidation gave a 3,4-dideuterated L-pyroglutamic acid derivative which is considered to be a promising precursor for various deuterated amino acids. The present study demonstrates a stereoselective reduct