期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 131, 期 41, 页码 14602-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja904599h
关键词
-
资金
- National Institutes of Health [GM038436, GM036782]
The hydroboration of allene 7 with ((d)lpc)(z)BH at 0 degrees C provides the kinetic allylborane 12Z with >20:1 selectivity. However, when the hydroboration is performed at 85 degrees C, the kinetically formed allylborane isomerizes to give the thermodynamic allylborane 12E with >= 12:1 selectivity. Subsequent treatment of 12Z or 12E with aldehydes at -78 degrees C, followed by oxidative workup, provides the 2-methyl-1,2-diols 8 and 9 in good yield and with 80-92% e.e.
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