PHOTOCYCLOADDITION, METHYLATION, AND CATALYTIC REDUCTION OF CHIRAL SPIROCYCLIC 1, 3-DIOXIN-4-ONES : DIFFERENT STEREOFACIAL SELECTIVITY AND ITS EXPLANATION

Masayuki Sato; Kazuhisa Takayama; Toshio Furuya; Noriyoshi Inukai; Chikara Kaneko

doi:10.1248/cpb.35.3971

Masayuki Sato, Kazuhisa Takayama, Toshio Furuya, Noriyoshi Inukai, Chikara Kaneko

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Keywords: asymmetric photocycloaddition, spirocycic 1, 3-dioxin-4-one, stereofacial differentiation, crystal structure, (R) -3-hydroxybutyric acid, 1-menthone, chiral auxiliary group

JOURNAL FREE ACCESS

1987 Volume 35 Issue 9 Pages 3971-3974

DOI https://doi.org/10.1248/cpb.35.3971

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Abstract

We describe several reactions of chiral spirocyclic 1, 3-dioxinones, all of which proceed in high stereofacial selectivity. A possible reason for the different selectivities in these reactions is proposed.

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