22172-84-5Relevant articles and documents
Piperidine and azetidine formation by direct cyclization of diols with N-nonsubstituted sulfonamide under the Mitsunobu conditions utilizing (cyanomethylene)tributylphosphorane (CMBP) and its application to the synthesis of lupinine
Hamaguchi, Takumi,Hishida, Hideyuki,Horikawa, Mitsuyo,Inai, Makoto,Kaku, Hiroto,Kitamura, Kei,Kubo, Akiko,Sonoda, Yuhei,Taniguchi, Yuri,Tsunoda, Tetsuto
, p. 1525 - 1535 (2020/01/28)
(Cyanomethylene)tributylphosphorane (CMBP) can promote the Mitsunobu reaction of 1,3- and 1,5-diols with N-nonsubstituted sulfonamides, such as tosylamide (TsNH2) and 3,3-dimethoxypropylsulfonamide (DimpsNH2), to prepare azetidine and piperidine ring systems directly. Utilizing this methodology, lupinine, a biologically active piperidine alkaloid, was synthesized.
Baker's yeast reduction of arylalkyl and arylalkenil γ- and δ-keto acids
Aquino, Mario,Cardani, Silvia,Fronza, Giovanni,Fuganti, Claudio,Fernandez, Rosalino Pulido,Tagliani, Auro
, p. 7887 - 7896 (2007/10/02)
γ- and δ-Lactones 5, 6, 13, 14, 15 and 16 were synthesized via baker's yeast reduction of the corresponding keto acids 3, 4 and 9-12. The enantioselectivity of the reduction is strongly dependent on the nature of the keto acid; the δ-lactones ware always obtained in an ee% higher than the γ-lactones and ranging from 70% to 100%.
