Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
J Am Chem Soc. 2010 Nov 10;132(44):15493-5. doi: 10.1021/ja106703y.
Acylsilanes as a new type of "hard" carbon prenucleophile reacted with monosubstituted allyl reagents under Pd-catalyzed asymmetric allylic alkylation reaction conditions to provide products with high regio-, diastereo-, and enantioselectivities. The usefulness of the protocol has been demonstrated by the ready conversion of the allylated products into the corresponding alcohols, esters, and ketones with retention of stereochemistry as well as by the enantioselective synthesis of cis-3-ethyl-4-phenylpiperidine and cinnamomumolide.
酰基硅烷作为一种新型的“硬”碳亲核试剂，在钯催化的不对称烯丙基烷基化反应条件下与单取代烯丙基试剂反应，以高区域选择性、非对映选择性和对映选择性提供产物。该方案的有用性通过将烯丙基化产物容易转化为相应的醇、酯和酮，并且保留立体化学，以及通过对映选择性合成顺式-3-乙基-4-苯基哌啶和肉桂醇来证明。
