Premium
Domino Reaction of 2,3‐Epoxy‐1‐alcohols and PIFA in the Presence of H 2 O and the Concise Synthesis of (+)‐Tanikolide
Author(s) -
Kita Yasuyuki,
Matsuda Satoshi,
Fujii Eri,
Horai Mai,
Hata Kayoko,
Fujioka Hiromichi
Publication year - 2005
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200501686
Subject(s) - domino , epoxy , sequence (biology) , chemistry , scheme (mathematics) , computer science , combinatorial chemistry , organic chemistry , mathematics , catalysis , biochemistry , mathematical analysis
Lactols are prepared by a single operation , in which 2,3‐epoxy‐1‐alcohols are treated with phenyliodine( III ) bis(trifluoroacetate) (PIFA) in the presence of H 2 O. Thus, an efficient domino three‐ or four‐step sequence has been developed and applied to the concise synthesis of (+)‐tanikolide (see scheme).