Stereospecific Reaction of α-Carbamoyloxy-2-alkenylboronates and α-Carbamoyloxy-alkylboronates with Grignard Reagents - Synthesis of Highly Enantioenriched Secondary Alcohols

IF 1.7 4区化学 Q3 CHEMISTRY, ORGANIC

Synlett Pub Date : 2004-11-01 DOI:10.1055/S-2004-832835

E. Beckmann, Vidya G. Desai, D. Hoppe

引用次数: 11

Abstract

Highly enantioenriched secondary alcohols were synthesized by treatment of a-carbamoyloxy-2-alkenylboronates and α-carbamoyloxy-alkylboronates with Grignard reagents. An intermediary boronate complex was transformed stereospecifically to the corresponding secondary 2-alkenyl- and alkylboronates by migration of an introduced residue. Oxidative workup furnished the enantioenriched secondary alcohols.

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α-氨甲酰氧基-2-烯基硼酸盐和α-氨甲酰氧基-烷基硼酸盐与格氏试剂的立体定向反应-高度富集对映体仲醇的合成

采用格氏试剂对a-氨基氧基-2-烯基硼酸盐和α-氨基氧基-烷基硼酸盐进行处理，合成了高度富集对映体的仲醇。中间硼酸盐配合物通过引入残基的迁移立体定向转化为相应的2-烯基和烷基硼酸盐。氧化检查得到了富集对映体的仲醇。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Synlett 化学-有机化学

CiteScore

3.40

自引率

5.00%

发文量

369

审稿时长

1 months

期刊介绍： SYNLETT is an international journal reporting research results and current trends in chemical synthesis in short personalized reviews and preliminary communications. It covers all fields of scientific endeavor that involve organic synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines and offers the possibility to publish scientific primary data.