Piperidine 2-methyl-1-pentyl

Pillai and Pines (84) found that neopentyl alcohol, mixed with 10% by weight of piperidine and passed over alumina prepared from aluminum isopropoxide, yielded 2-methyl-l-butene and 2-methyl-2-butene, in a maximum ratio of 3, and small amounts of 1,1-dimethylcyclo-propane. However, lert-pentyl alcohol yielded these two olefins in a maximum ratio of only 1.4, and none of the cyclopropane was produced (Table VI). Because of these facts a carbonium ion mechanism which is applicable to ferf-pentyl alcohol is not adequate to explain the rearrangement taking place during the dehydration of neopentyl alcohol,... 

In the presence of Sn(OTf)2, (5)-l-pentyl-2-[(piperidin-l-yl)methyl]pyrrolidine, and BusSnF, l-(5)-ethyl-l-trimethylsiloxyethene reacts with methyl pyruvate to give the desired adduct in 92 % ee (Eq. 21). Methyl isopropylglyoxylate and methyl phe-nylglyoxylate also react with l-(5)-ethyl-l-trimethylsiloxyethene to give the corresponding 2-substituted malates in good yields and excellent enantioselectivity [36],... 

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