Diastereoselective Synthesis of Useful Building Blocks by Crotylation of β-Branched α-Methylaldehydes with Potassium Crotyltrifluoroborates
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- 作者：Kyosuke Tanaka ; Yukiko Fujimori ; Yoko Saikawa ; Masaya Nakata
- 刊名：Journal of Organic Chemistry
- 出版年：2008
- 出版时间：August 15, 2008
- 年：2008
- 卷：73
- 期：16
- 页码：6292-6298
- 全文大小：262K
- 年卷期：v.73,no.16(August 15, 2008)
- ISSN：1520-6904
文摘
The diastereoselective construction of stereotriads having consecutive methyl, hydroxy, and methyl substituents was realized by the substrate-controlled crotylation of β-branched α-methylaldehydes with potassium crotyltrifluoroborates. Especially, crotylation of 2-(1,3-dithian-2-yl)propanal with potassium (E)-crotyltrifluoroborate afforded, in good yield and with excellent diastereoselectivity, a useful building block that has different and potential functional groups on both ends.