Chemical Behavior of 9-Cyclopentyl-9-borabarbaralane. Diverse Chemoselectivity in the Reactions with Methanol and Other Nucleophiles

Ilya D. Gridnev, Anton Meller

研究成果: Article査読

7 被引用数 (Scopus)

抄録

The 9-cyclopentyl-9-borabarbaralane (3e) was obtained by the reaction of K2C8H8 with cyclo-C5H9BCl2. Upon reaction of 3e with acetone, acetaldehyde, ethoxyacetylene, trideuterioacetonitrile, and acetic acid, only products derived from 9-cyclopentyl-9-borabicyclo[4.2.1]nona-2,4,7-triene (1e) were obtained. On the other hand, by methanolysis of 3e, the boronic ester 17 was formed. The tetracyclic borane 18 is proposed as the intermediate. Possible reasons for this unusual chemical behavior are discussed.

本文言語English
ページ(範囲)3599-3606
ページ数8
ジャーナルJournal of Organic Chemistry
63
11
出版ステータスPublished - 1998 5 29
外部発表はい

ASJC Scopus subject areas

  • Organic Chemistry

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