A PRACTICAL ENANTIOSELECTIVE SYNTHESIS OF ALPHA,ALPHA-DIARYL-2-PYRROLIDINEMETHANOL - PREPARATION AND CHEMISTRY OF THE CORRESPONDING OXAZABOROLIDINES
A PRACTICAL ENANTIOSELECTIVE SYNTHESIS OF ALPHA,ALPHA-DIARYL-2-PYRROLIDINEMETHANOL - PREPARATION AND CHEMISTRY OF THE CORRESPONDING OXAZABOROLIDINES
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DOI：
10.1021/jo00002a049
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发表时间：
1991-01-18
影响因子：
3.6
通讯作者：
GRABOWSKI, EJJ
中科院分区：
文献类型：
--
作者：
MATHRE, DJ;JONES, TK;GRABOWSKI, EJJ
据报道，基于芳基格氏试剂与脯氨酸-N-甲酸酐 (3) 的加成，从脯氨酸实际两步对映选择性合成 α,α-二芳基-2-吡咯烷甲醇 (1)。 对相应 B-烷基-和 B-芳基恶唑硼烷 (2) 化学的研究导致开发了可靠的制备方法。
A practical two-step enantioselective synthesis of alpha,alpha-diaryl-2-pyrrolidinemethanols (1) from proline, based on the addition of aryl Grignard reagents to proline-N-carboxanhydride (3), is reported. An investigation into the chemistry of the corresponding B-alkyl- and B-aryloxazaborolidines (2) led to the development of a reliable procedure for their preparation.