Catalytic Asymmetric Iodocarbocyclization Reaction of 4-Alkenylmalonates and Its Application to Enantiotopic Group Selective Reaction

Tadashi Inoue, Osamu Kitagawa, Akio Saito, Takeo Taguchi

研究成果: Article査読

56 被引用数 (Scopus)

抄録

The iodocarbocyclization reaction of 4-alkenylmalonate derivatives proceeded with excellent enantioselectivity (≥95% ee) in the presence of 10-40 mol % of Ti(TADDOLate)2. The Ti-(TADDOLate)2-mediated catalytic asymmetric reaction was extended to the enantiotopic group selective reaction of bisalkenylated malonates, giving rise to trisubstituted cyclopentanoid compounds with both high diastereoselectivity (86-94% de) and excellent enantioselectivity (≥95% ee). An efficient synthesis of (+)-boschnialactone from the product of the present reaction was also achieved.

本文言語English
ページ(範囲)7384-7389
ページ数6
ジャーナルJournal of Organic Chemistry
62
21
DOI
出版ステータスPublished - 1997 1 1
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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