| abstract |
A new class of reagents and methods of using the reagents in the reaction of the reagents with electrophilic compounds. One aspect of the present invention relates to a method for producing an alcohol of formula (I). The method includes reacting a reagent of formula (II) with an aldehyde of formula R 10 CHO to produce an alcohol. X 3 is one of oxygen and C (R 4 ) (R 5 ). X 1 and X 2 are each independently oxygen or NR. Each of C a and C b is independently an achiral center, (S) chiral center or (R) chiral center. R a and R b are (i) each independently C 1-10 alkyl, C 6-10 aryl, or C 3-9 heteroaryl, or (ii) together C 3 -C 4 An alkylene chain is formed, which together with C a and C b forms a 5- or 6-membered aliphatic ring. R c and R d are each independently hydrogen, C 1-10 alkyl, C 6-10 aryl, or C 3-9 heteroaryl. R is C 1-10 alkyl, C 6-10 aryl, or C 3-9 heteroaryl. R 1 , R 2 , R 3 , R 4 , R 5 are each independently hydrogen, C 1-10 alkyl, C 6-10 aryl, C 3-9 heteroaryl, C 1-10 alkoxy, C 6- 10 aryloxy, C 1-10 dialkylamino, C 1-10 alkyl-C 6-10 arylamino, C 1-10 diarylamino, or halogen. R 6 is halogen, hydrogen, C 1-10 alkyl, C 6-10 aryl, C 3-9 heteroaryl, C 1-10 alkoxy, C 6-10 aryloxy, C 1-10 alkyl-C 6-10 aryl Amino, C 1-10 diarylamino, OSO 2 CF 3 or SR. R 10 may be C 1-10 alkyl, C 6-10 aryl or C 3-9 heteroaryl. |