Asymmetric synthesis of 3,3 %26apos;-pyrrolidinyl-dispirooxindoles via a one-pot organocatalytic Mannich/deprotection/aza-Michael sequence

作者:Zhao Kun; Zhi Ying; Li Xinyi; Puttreddy Rakesh; Rissanen Kari; Enders Dieter
来源:Chemical Communications, 2016, 52(11): 2249-2252.
DOI:10.1039/c5cc10057g

摘要

A highly stereoselective synthesis of functionalized 3,3'-pyrrolidinyl-dispirooxindole derivatives with three stereogenic centers, including two contiguous spiro-stereocenters, has been achieved through an organocatalytic Mannich/Boc-deprotection/aza-Michael sequence. Employing the commercially available (DHQD)(2)PHAL as the catalyst, the scalable reaction occurs with good yields and excellent stereo-selectivities, providing a short entry into a series of 3,3'-pyrrolidinyl-dispirooxindoles of potentially medical value.

  • 出版日期2016

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