Tetrahedron p. 12233 - 12242 (1998)
Update date:2022-08-11
Topics:
Maeda, Hatsuo
Takahashi, Kenji
Ohmori, Hidenobu
Ketones and esters (4) were effectively prepared by reaction of Grignard reagents with acyl tributylphosphonium chlorides (2), diethyl acylphosphonates (5), or diisopropyl acylphosphonate (6) derived from acid chlorides and chloroformates (1). Although by the method with 2, 4 is prepared in one-pot operation from 1 and generally in a higher yield, the method with 5 or 6 proved to compensate for the synthesis of 4 with 2 in some respects. The reactivities of 2, 5, and 6 as electrophiles were also evaluated by comparing their reduction potential with those of acid chlorides.
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(1998)