Chai Zhuo, Xie Zheng-Feng, Liu Xin-Yuan, Zhao Gang, Wang Ji-De
Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.
J Org Chem. 2008 Apr 4;73(7):2947-50. doi: 10.1021/jo800029m. Epub 2008 Mar 4.
The enantioselective addition of organozinc reagents to some 2-alkynyl benzaldehydes and the subsequent regioselective cyclization step was performed in one pot to form chiral 1,3-dihydroisobenzofurans with good product yields and excellent regio- and enantioselectivities. In the case of 2-alkynylcycloalkene aldehydes, tetrasubstituted furans were obtained in good product yields through a 1, 5-hydride shift of the preformed cyclization product.
将有机锌试剂对一些2-炔基苯甲醛进行对映选择性加成，并随后进行区域选择性环化步骤，在一锅反应中完成，以良好的产物收率以及出色的区域和对映选择性形成手性1,3-二氢异苯并呋喃。对于2-炔基环烯烃醛，通过预先形成的环化产物的1,5-氢迁移，以良好的产物收率得到四取代呋喃。
