148154-53-4Relevant academic research and scientific papers
Synthesis of (+)-Gabosines C and E from D-Ribose
Lygo, Barry,Swiatyj, Michael,Trabsa, Hassane,Voyle, Martyn
, p. 4197 - 4200 (1994)
Short syntheses of Gabosines C (1) and E (3), starting from D-ribose are reported.The syntheses employ an intramolecular nitrile oxide cycloaddition to generate the carba-sugar skeleton, and result in the first total syntheses of unnatural (+)-Gabosine C and natural (+)-Gabosine E.
Total Syntheses of (+)-Gabosine P, (+)-Gabosine Q, (+)-Gabosine E, (-)-Gabosine G, (-)-Gabosine I, (-)-Gabosine K, (+)-Streptol, and (-)-Uvamalol A by a Diversity-Oriented Approach Featuring Tunable Deprotection Manipulation
Yuan, Po,Liu, Xiaojing,Yang, Xing,Zhang, Yanli,Chen, Xiaochuan
, p. 3692 - 3701 (2017/04/11)
A new diversity-oriented approach to C7-cyclitols, which possess a broad spectrum of biological activities, is developed. The key polyoxygenated intermediates with different O-protecting groups were accessed by an intramolecular aldol-cyclization of a diketone derived from δ-d-gluconolactone. The versatile intermediates can be easily transformed into structurally different carbasugars based on control of deprotection manipulation. The utility of the robust approach is illustrated by the first syntheses of (+)-gabosines P and Q, as well as the syntheses of several other gabosines and related analogues viz. (+)-gabosine E, (-)-gabosine G, (-)-gabosine I, (-)-gabosine K, (+)-streptol, and (-)-uvamalol A. In addition, the absolute configuration of (-)-uvamalol A is assigned by its total synthesis.
Facile syntheses of (+)-gabosines A, D, and e
Shing, Tony K. M.,Cheng, Hau M.
experimental part, p. 5098 - 5102 (2010/04/04)
(+)-Gabosines A (12), D (4), and E (5), which share the same trihydroxycyclohexenone skeleton, were synthesized from enone 11 as the common intermediate. The key building block 11 was accessed by an intramolecular aldol cyclization of a diketone derived f
