Hydroboration. 69. Hydroboration characteristics of lithium borohydride/ethyl acetate in ethyl ether. A new system for controlled hydroboration of alkenes and alkynes

…, V Somayaji, S Narasimhan

Index: Brown, Herbert C.; Somayaji, Vishwanatha; Narasimhan, S. Journal of Organic Chemistry, 1984 , vol. 49, # 25 p. 4822 - 4827

Full Text: HTML

Citation Number: 17

Abstract

Alkenes and alkynes, which are normally inert to lithium borohydride, are readily hydroborated by this reagent in ethyl ether in the presence of carboxylic esters at 25 OC. Alkenes form dialkylborinates while alkynes give rise either to vinylboronates or divinylborinates, depending upon the structure and reactivity of the alkyne and the stoichiometry of the reagent. These valuable intermediate are readily transformed into ...

Related Articles:

N-tert-Butylbenzenesulfenamide-catalyzed oxidation of alcohols to the corresponding carbonyl compounds with N-chlorosuccinimide

[Matsuo, Jun-Ichi; Iida, Daisuke; Yamanaka, Hiroyuki; Mukaiyama, Teruaki Tetrahedron, 2003 , vol. 59, # 35 p. 6739 - 6750]

Reductive cleavage of tetrahydrofuryl sulfur-substituted oxiranes: application to the formal synthesis of kumausyne and kumausallene

[Satoh, Tsuyoshi; Kaneko, Youhei; Izawa, Takao; Sakata, Kiichi; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 7 p. 1983 - 1990]

Catalytic carbon-carbon bond activation of unstrained ketone by soluble transition-metal complex

[Jun, Chul-Ho; Lee, Hyuk Journal of the American Chemical Society, 1999 , vol. 121, # 4 p. 880 - 881]

Nickel catalyzed electrosynthesis of ketones from organic halides and metal carbonyls

[Dolhem; Ocafrain; Nedelec; Troupel Tetrahedron, 1997 , vol. 53, # 50 p. 17089 - 17096]

Synthesis of Cycloalkanones from Dienes and Allylamines through C H and C C Bond Activation Catalyzed by a Rhodium (I) Complex

[Lee, Dae-Yon; Kim, In-Jung; Jun, Chul-Ho Angewandte Chemie - International Edition, 2002 , vol. 41, # 16 p. 3031 - 3033]

More Articles...