CYCLIZATIONS OF HYDROXY DITHIOKETALS - NEW SYNTHETIC TECHNOLOGY FOR THE CONSTRUCTION OF OXOCENES AND RELATED MEDIUM-RING SYSTEMS
CYCLIZATIONS OF HYDROXY DITHIOKETALS - NEW SYNTHETIC TECHNOLOGY FOR THE CONSTRUCTION OF OXOCENES AND RELATED MEDIUM-RING SYSTEMS
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DOI：
10.1021/ja00196a042
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发表时间：
1989-07-05
影响因子：
15
通讯作者：
VEALE, CA
中科院分区：
文献类型：
--
作者：
NICOLAOU, KC;PRASAD, CVC;VEALE, CA
本文描述了一种羟基二硫缩酮的高效环化反应，该反应可生成氧杂环辛烯及相关体系。在温和条件下，银离子诱导的环合反应能以高产率进行，并且所得到的环状体系可通过均裂或异裂C - S键断裂进行操作，从而得到具有确定立体化学和灵活取代基的多种环状体系。本文还讨论了该技术的通用性、适用范围、局限性以及潜在应用。
A highly efficient cyclization reaction of hydroxy dithioketals leading to oxocene and related systems is described. The Ag+-induced ring closures occur in high yield under mild conditions and the resulting cyclic systems may be manipulated via homolytic or heterolytic C-S bond cleavage leading to a variety of cyclic systems with defined stereochemistry and flexible substitution. The versatility, scope, limitations, and potential applications of the present technology are discussed.