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Electronic Effects of Rh(II)-Mediated Carbenoid Intramolecular C−H Insertion: A Linear Free Energy Correlation Study

✍ Scribed by Wang, Jianbo; Chen, Bei; Bao, Jian

Book ID
126100947
Publisher
American Chemical Society
Year
1998
Tongue
English
Weight
124 KB
Volume
63
Category
Article
ISSN
0022-3263

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The intramolecular C-H insertion reaction in chiral non-racemic diazoacetates (-)-6 and (+)-8 catalyzed by chiral Rh 2 (MPPIM) 4 proceeded efficiently, with excellent regioselectivity and cis-diastereoselectivity, to give (-)-and (+)-Geissman-Waiss lactone, 4b, respectively. Bicyclic lactone (-)-4b