Bulletin of the Chemical Society of Japan

Vinyl Anion Equivalents. Part IV. Efficient Synthesis of 2-(1-Hydroxyalkyl)-2-cyclopenten-1-ones.

S Kusuda, Y Ueno, T Toru

Index: Kusuda, Shinya; Ueno, Yoshio; Toru, Takeshi Bulletin of the Chemical Society of Japan, 1993 , vol. 66, # 9 p. 2720 - 2724

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Citation Number: 9

Abstract

Aldol reactions of lithium enolates resulted from conjugate additions of tributylstannyllithium to 2-(phenylseleno)-2-cyclopenten-1-one provides 2-(1-hydroxyalkyl)-2-cyclopenten-1-ones in high yields. Significantly good 1, 4-asymmetric induction took place in analogous aldol reactions starting with chiral 4-[(t-butyldimethylsilyl) oxy]-2-(phenylseleno)-2-cyclopenten-1- one.

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