Tetrahedron p. 5955 - 5966 (1990)
Update date:2022-08-05
Topics:
Sugimura, Takashi
Yoshikawa, Masato
Futagawa, Tohru
Tai, Akira
Enol ether of cyclohexanone carrying 2,4-pentanediol (PD) or 2,6-dimethyl-3,5-heptanediol (DMHD) as a chiral auxiliary was subjected to diastereo-differentiating cyclopropanation.The highest diastereomer excess (d.e.) of the product was found to be 95.2percent in the case of PD and over 99.5percent in the case of DMHD.The enol ethers prepared from various ketones and DMHD were also cyclopropanated in giving cyclopropyl ethers in almost 100percent d.e..
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