A case of highly diastereoselective addition to unsymmetrical ketones: lk‐addition of (2‐alkenyl)triphenoxytitanium derivatives
摘要：
2-Butenyl)-, (4-methyl-2-pentenyl)-, and (2-heptenyl)triphenoxytitanium (2a–c) add to dialkyl, alkyl aryl-, and alkinyl aryl ketones to give high yields of tertiary homoallylic alcohols (5–12), which are diastereomerically enriched up to 98%. Configurational assignment by degradation of two of the products to olefins 15 and 18 - through β-hydroxy acids 13 and 16 and β-lactones 14 and 17 - leads to the proposal of a general mechanism and of a specification of the relative topicity lk of the process (Scheme 5). The allylic Ti-compounds 2 can serve as d2-reagents (see the d2-synthon II and the aldol-type structures 1).
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关键词：
addition reactions hydrogenated naphthalene derivatives cyclohexane derivatives stereochemistry (general, optical resolution
DOI：
10.1002/hlca.19820650704
被引量：
年份：
1982
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