916677-46-8Relevant articles and documents
Modular Construction of Protected 1,2/1,3-Diols, -Amino Alcohols, and -Diamines via Catalytic Asymmetric Dehydrative Allylation: An Application to Synthesis of Sphingosine
Tanaka, Shinji,Gunasekar, Ramachandran,Tanaka, Tatsuya,Iyoda, Yoko,Suzuki, Yusuke,Kitamura, Masato
, p. 9160 - 9170 (2017/09/11)
A new enantioselective catalysis has been developed for the one-step construction of methylene-bridged chiral modules of 1,2- and 1,3-OH and/or NH function(s) from δ- or λ-OH/NHBoc-substituted allylic alcohols and H2C=O / H2C=NBoc . A protonic nucleophile, either in situ-generated CH2OH or CH2NHBoc, is intramolecularly allylated to furnish eight possible 1,2- or 1,3-O,O, -O,N, -N,O, and -N,N chiral modules equipped with an ethenyl group in high yields and enantioselectivities. The utility of this method has been demonstrated in the five-step synthesis of sphingosine.
Synthesis of vigabatrin
Chang, Meng-Yang,Lin, Chun-Yu,Ong, Chi-Wi
, p. 2031 - 2036 (2008/01/27)
A concise synthesis of vigabatrin has been achieved from trans-(2S,4R)-4-hydroxyproline via the key regioselective Baeyer-Villiger lactonization reaction.