Malonate anion induced Favorskii-type rearrangements. 2. Reaction of acyclic. alpha.-haloketones with carbanions leading to cyclopropanols

T Sakai, T Katayama, A Takeda

文献索引：Sakai, Takashi; Katayama, Tsuyoshi; Takeda, Akira Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2924 - 2931

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被引用次数: 21

摘要

(6c), and 1-acetyl-1-bromocyclopentane (6d) with 2 also gave the corresponding cyclopropanols 9b-d in 42-56% yields. On the contrary, the a-halo ketones (6f-1) possessing a primary or secondary carbon atom at the a position afforded the SN~ products 1Of-1. The behavior of 3-chloro-3-methyl-2-butanone (60) was quite different from that of its bromo homologue 6a, giving a mixture (16: 4539) of 9a, 1, l-bis [bis (ethoxycarbonyl) methyl]-2, 2- ...