有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
1, 2転位反応を基盤とする高選択的鎖状立体制御
鈴木 啓介
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ジャーナル フリー

1988 年 46 巻 4 号 p. 367-377

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Contrary to the firm and long-standing credence on the involvement of racemization, the “cationic” 1, 2-rearrangement reactions may proceed stereospecifically under suitable reaction conditions to allow the complete 1, 2-chirality transfer. This fact provides a solid basis for the development of a novel and useful synthetic reactions to achieve the highly selective acyclic steoeocontrol. This paper deals with a survey of the new synthetic methodology based on the novel 1, 2-rearrangements under Lewis acidic conditions as well as the newly exploited silicon-directed relative streocontrol, which would find a broad applicability in the highly stereoselective synthesis of a wide variety of useful compounds including chiral pheromones, macrolides, and so on.

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