The Journal of Organic Chemistry

Hydroboration. 94. Rates of Hydroboration of 2-Organylapopinenes with 9-Borabicyclo [3.3. 1] nonane, Providing B-(2-Organylapoisopinocampheyl)-9-borabicyclo [ …

UP Dhokte, HC Brown

文献索引：Dhokte, Ulhas P.; Brown, Herbert C. Journal of Organic Chemistry, 1997 , vol. 62, # 4 p. 865 - 869

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被引用次数: 5

摘要

Five representative enantiomerically pure, hindered terpenes, derived from α-pinene, namely 2-organylapopinenes (2-R-apopinenes, R= Et, Pr, i-Bu, Ph, and i-Pr) have been treated with 9-borabicyclo [3.3. 1] nonane (9-BBN) in a 1: 1 molar ratio in THF at 24° C and the rate of hydroboration followed. Increasing the bulk of the 2-R group from the 2-methyl of α-pinene (Ipc, 2-methylapopinene) to 2-ethyl-(Eap), to 2-propyl-(Prap), to 2-isobutyl-(i-Bap ...