PURPOSE: To stereospecifically and effectively produce the anti-type compound useful as a medicine or agricultural chemical or as an intermediate thereof by reacting a difluorohaloacetic acid derivative with an α,β-dihydroxyaldehyde derivative in the presence of a metal reagent.
CONSTITUTION: A difluorohalo (preferably bromo or iodo) acetic acid derivative is reacted with a compound of formula I (R1 is H or a hydrocarbon group capable of containing a specific group inert to the reaction; R2 and R3 are H or a protecting group for an OH group, respectively, or R2 and R3 together forms a protecting group for two OH groups) in the presence of a metal reagent, preferably a combination of a 0 valent metal (especially zinc) and an organic silicon compound or further a Lewis acid to selectively readily and stereospecifically provide the objective anti-type compound of formula II (R4 is H or a protecting group for an OH group; R5 is ester residue or H) useful as an intermediate for various nucleotides having antitumor activity and antiviral activity in a good yield.
YASUDA ARATA
UCHIDA KEIICHI
Next Patent: NOVEL FLUOROCARBON VINYL ETHER AND PRODUCTION THEREOF