Asymmetric [3+3] Cycloaddition of N‐Vinyl Oxindole Nitrones with 2‐Indolylmethanols to Prepare Spirooxindole[1,2]oxazines
Ning Zou,
Yu‐Zheng Wu,
Xin‐Yi Zhong
et al.
Abstract:We describe a chiral phosphoric acid (CPA) catalyzed asymmetric [3+3] cycloaddition of N‐viny oxindole nitrones with 2‐indolylmethanols to prepare various spirooxindole[1,2]oxazines in 43‐93% yields and 88:12‐97:3 enantiomeric ratios. Experimental results revealed that the addition of hexafluoroisopropanol (HFIP) played important roles to help CPA control the reaction reactivity and enantioselectivity. The present method features the construction of tetrasubstituted chiral carbon stereocenter and the example o… Show more
We described a chiral phosphoric acid (CPA) catalyzed asymmetric [3+3] cycloaddition of cinnamaldehyde-derived N-aryl nitrones with 2-indolylmethanols to prepare various indole-fused 1,2-oxazines in high yields (up to 96%) and excellent...
We described a chiral phosphoric acid (CPA) catalyzed asymmetric [3+3] cycloaddition of cinnamaldehyde-derived N-aryl nitrones with 2-indolylmethanols to prepare various indole-fused 1,2-oxazines in high yields (up to 96%) and excellent...
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