Tetrahedron: Asymmetry

Solvent effects on stereoselectivity in 2, 3-dimethyl-4-chromanone cyclization by quinine-catalyzed asymmetric intramolecular oxo-Michael addition

T Tanaka, T Kumamoto, T Ishikawa

Index: Tanaka, Tomohiro; Kumamoto, Takuya; Ishikawa, Tsutomu Tetrahedron Asymmetry, 2000 , vol. 11, # 23 p. 4633 - 4637

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Citation Number: 21

Abstract

Examination of the quinine-catalyzed asymmetric intramolecular oxo-Michael addition of o- tigloylphenol in various solvents led to high stereoselectivity in chromanone cyclization when chlorobenzene was used as a solvent, giving cis-2, 3-dimethyl-4-chromanone with 60% de and 98% ee.

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