Diastereoselective additions of chiral vinylzinc reagents to alpha-chiral aldehydes.
Diastereoselective additions of chiral vinylzinc reagents to alpha-chiral aldehydes.
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手性乙烯基锌试剂与α-手性醛的非对映选择性加成。
DOI：
10.1021/ol0363568
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发表时间：
2004
期刊：
影响因子：
--
通讯作者：
Eidam,Patrick
中科院分区：
文献类型：
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作者：
Marshall,JamesA;Eidam,Patrick
乙烯基溴化锌试剂对α-手性醛的加成反应（R1= CH 2 OTBS，R2= Me; R1= Me，R2= OTBS）在锂化（+）-或（-）-N-甲基麻黄碱存在下，以主要试剂对照进行，立体选择性地得到反式或顺式加合物，除非醛在α-或β-位具有烷氧基取代基（R1= Me，R2= OBn; R1= CH 2 OBn，R2= Me），在这种情况下，螯合控制的加合物占主导地位。
Additions of vinylic zinc bromide reagents to α-chiral aldehydes (R1= CH2OTBS, R2= Me; R1= Me, R2= OTBS) in the presence of lithiated (+)- or (−)-N-methylephedrine proceed with predominant reagent control to afford anti or syn adducts stereoselectively, except when the aldehydes possess an alkoxy substituent at the α- or β-positions (R1= Me, R2= OBn; R1= CH2OBn, R2= Me), in which case chelation-controlled adducts predominate.