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Obituary
Yoshito Kishi (1937-2023)
Yoshito Kishi (1937-2023)
Professor. Yoshito Kishi,
a member of the Honorary Editorial Associates of HETEROCYCLES,
has passed away on January 9, 2023 at the age of 85.
I deeply express my regret over his death.
Kunio Ogasawara
Editor
January 13, 2023
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Communication | Special issue | Vol 54, No. 2, 2001, pp.623-628
Published online, 1st January, 1970■ Enantiocontrol in Tandem Allylic Sulfonium Ylide Generation and [2,3] Sigmatropic Rearrangement Catalyzed by Chiral Dirhodium(II) Complexes
Published online, 1st January, 1970
DOI: 10.3987/COM-00-S(I)102
■ Enantiocontrol in Tandem Allylic Sulfonium Ylide Generation and [2,3] Sigmatropic Rearrangement Catalyzed by Chiral Dirhodium(II) Complexes
Shinji Kitagaki, Yoshimasa Yanamoto, Hisae Okubo, Makoto Nakajima, and Shunichi Hashimoto*
*Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan
Abstract
Tandem sulfonium ylide formation and [2,3] sigmatropic rearrangement sequence from allylic sulfides and diazoacetates has been effected by using dirhodium(II) tetrakis[3(S)-phthalimido-2-piperidinonate], Rh2(S-PTPI)4, as a chiral catalyst, displaying enantioselectivities of up to 58%. It has been demonstrated that the [2,3] sigmatropic rearrangement proceeds through chiral, nonracemic free sulfonium ylides dissociated from the dirhodium(II) complex.
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