Tetrahedron Letters

First asymmetric total synthesis of (+)-steganacin determination of absolute stereochemistry

K Tomioka, T Ishiguro, K Koga

Index: Tomioka, Kiyoshi; Ishiguru, Tsuneo; Koga, Kenji Tetrahedron Letters, 1980 , vol. 21, p. 2973 - 2976

Full Text: HTML

Citation Number: 75

Abstract

(+)-Steganacin was synthesized in a new and highly specific asymmetric pathway based on the novel application of chiral γ-lactone as a chiral synthon. By this synthesis the absolute stereochemistry of natural (−)-steganacin could be determined in unequivocal way. ... Satisfactory analytical and spectral data were obtained for all compounds. ... Because of unstability of 6 in THF-water system, described two phase system was applied. Addition of crown ether was found to ...

 Related Synthetic Route
(4S,5S)-4-(3,4,5-trimethoxybenzyl)-5-((trityloxy)methyl)dihydrofuran-2(3H)-one Structure

76236-34-5

(4S,5S)-4-(3,4,...

~%

(2S,3S,4S)-4-(1,3-benzodioxol-5-ylmethyl)-3-[(3,4,5-trimethoxyphenyl)methyl]pentane-1,2,5-triol Structure

76236-36-7

(2S,3S,4S)-4-(1...

2-(3,4,5-trimethoxyphenyl)-1,3-dithiane Structure

57009-70-8

2-(3,4,5-trimet...

(5S)-5-(trityloxymethyl)-5H-furan-2-one Structure

76236-32-3

(5S)-5-(tritylo...

~%

D-erythro-Pentonicacid,2,3-dideoxy-3-[2-(3,4,5-trimethoxyphenyl)-1,3-dithian-2-yl]-5-O-(triphenylmethyl)-,g-lactone Structure

76236-33-4

D-erythro-Pento...

(4S,5S)-4-(3,4,5-trimethoxybenzyl)-5-((trityloxy)methyl)dihydrofuran-2(3H)-one Structure

76236-34-5

(4S,5S)-4-(3,4,...

~%

(4S,5S)-5-(hydroxymethyl)-4-[(3,4,5-trimethoxyphenyl)methyl]oxolan-2-one Structure

76236-35-6

(4S,5S)-5-(hydr...


Home | MSDS/SDS Database Search | Journals | Product Classification | Biologically Active Compounds | Selling Leads | About Us | Disclaimer

Copyright © 2024 ChemSrc All Rights Reserved