Add time:08/14/2019         Source:sciencedirect.com

The total synthesis of l- (or 1S,2R,3S,5S)-bicarbocyclic nucleosides (8–15) has been accomplished. The key intermediate 3 was synthesized in two steps from the known chiral compound 1 through a stereoselective cyclopropanation under Furukawa conditions and its X-ray structure has been determined. The derivative 4 was utilized to obtain thymine derivative (8). Amino exocyclic pyrimidine (9–12) and purine (13–15) bicarbocyclic l-nucleosides were obtained from the (1S,2R,3S,5S)-2-(3-aminobicyclo[3.1.0]hex-2-yl)ethanol (7).

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