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Abstract

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Short Paper | Special issue | Vol 103, No. 1, 2021, pp. 484 - 493
Published online: 23rd June, 2020
DOI: 10.3987/COM-20-S(K)12
Bifunctional-Benzothiadiazine-Catalyzed Regio- and Stereoselective Aldol Reactions Using A 1,3-Acetonedicarboxylic Acid Monoester

Yusuke Tokuhiro, Noboru Hayama, Yusuke Kobayashi, and Yoshiji Takemoto*

*Graduate School of Pharmaceutical Sciences, Kyoto University, 46-29 Yoshida-shimoadachi-machi, Sakyo-ku, Kyoto 606-8501, Japan

Abstract

Regio- and stereoselective decarboxylative aldol reactions of a 1,3-acetonedicarboxylic acid monoester were achieved using an aminobenzothiadiazine organocatalyst. The products were obtained with perfect regioselectivity and moderate to good enantioselectivity using various aromatic aldehydes. Subsequently, the thus obtained adducts were efficiently converted into various chiral building blocks.

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