𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of optically active O-protected (S)- and (R)-3-hydroxyaldehydes

✍ Scribed by Suk-Ku Kang; Hyun-Sung Cho

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
226 KB
Volume
32
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

S)-3-Formyloxyaldehydes, chiral synthons for natural product synthesis were synthesized via highly stereoselective hydrogenation of the unsaturated furanose ring system derived from D-glucose or D-xylose. Alternatively, (R)-3-formyloxyaldehydes were prepared via deoxygenation of 3-hydroxyfuranoses derived from B-glucese ar D-xylose. In connection with our current programs on the synthesis of chiral insect pheromones from carbohydrates, we needed the appropriately protected p-hydroxyaldehydes, (SJ-1 and (RI-1 (Scheme 1, 2). (S)-3-Hydroxybutanoate and (S)-or (R)-3-hydroxypentanoate and their 80.6,

📜 SIMILAR VOLUMES

Synthesis of optically active N-protecte
Synthesis of optically active N-protected α-aminoketones and α-amino alcohols
✍ Zheng Hong Zhou; Yi Long Tang; Kang Ying Li; Bing Liu; Chu Chi Tang 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 English ⚖ 75 KB

## Abstract A series of optically active __N__‐protected α‐aminoketones were synthesized via the Grignard reaction of the Weinreb amides of the __N__‐__tert__‐butoxycarbonyl amino acids. Reduction of the α‐aminoketones by sodium borohydride resulted in the corresponding 1,2‐amino alcohols. © 2003 W

Synthesis of optically active 3-diazoace
Synthesis of optically active 3-diazoacetylretinals with triisopropylphenylsulfonylhydrazone
✍ Hyun Ok; Charles Caldwell; Daniel R. Schroeder; Anil K. Singh; Koji Nakanishi 📂 Article 📅 1988 🏛 Elsevier Science 🌐 French ⚖ 223 KB

An improved synthesis of photoaffinity labeled, optically active retinal derivatives is presented. A stable, easy to handle. glyoxallc acid 2,4,6.-triisopropylphenylsulfonylhydrazone (TIPPS) reacts with 3hydroxyretinal to give the diazoacetylretinal analog in satisfactory yield.