Tetrahedron p. 9187 - 9194 (1992)
Update date:2022-08-04
Topics:
Brown, Herbert C.
Iyer, Ramakrishnan R.
Bhat, Narayan G.
Racherla, Uday S.
Brown, Charles A.
General, convenient and simple syntheses of long straight chain alcohols and carboxylic acids were developed utilizing organoborane chemistry. One of the methods entails the thermal isomerization of long-chain alkyldicyclohexylboranes, followed by oxidation. An alternative procedure for the preparation of long-chain alcohols involves the KAPA isomerization of internal alkynes to the terminal derivative, followed by dihydroboration with 9-BBN and oxidation. Alternatively, the terminal alkyne can be oxidised directly to the carboxylic acid. In another strategy, the C30-alcohol triaxontanol was prepared by employing high pressure carbonylation of a borane intermediate.
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Doi:10.1016/0223-5234(92)90179-5
(1992)Doi:10.1002/anie.201303194
(2013)Doi:10.1021/jo4015062
(2013)Doi:10.1002/anie.201304084
()Doi:10.1021/ol026204x
(2002)Doi:10.1021/jo00053a055
(1993)
