The (+)- and (-)-[2-(1,3-dithianyl)]myrtanylborane. Solid and stable monoalkylboranes for asymmetric hydroboration

The (+)- and (-)-[2-(1,3-dithianyl)]myrtanylborane. Solid and stable monoalkylboranes for asymmetric hydroboration
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DOI:
10.1021/jo00296a054
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发表时间:
1990-04
影响因子:
3.6
通讯作者:
R. K. D. Richter;M. Bonato;M. Follet;J. Kamenka
R. K. D. Richter;M. Bonato;M. Follet;J. Kamenka
中科院分区:
化学2区
文献类型:
--
作者:
R. K. D. Richter;M. Bonato;M. Follet;J. Kamenka

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(+)-和(-)-桃金娘烯基二噻烷衍生物都是由市售手性前体独立制备的,并且容易地在一个步骤中通过硼烷络合物转化为固体和稳定的手性单烷基硼烷。(+)-和(-)-[2-(1,3-二噻烷基)]桃金娘烷基硼烷(MDBH 2)。这些新的手性试剂,当测试的代表性类别的烯烃,目前的反应概况类似于IpcBH 2:他们实现了不对称硼氢化三取代双键高不对称诱导
Both (+)- and (−)-myrtenyldithiane derivatives were independently prepared from commercially available chiral precursors and were easily, and in one step, converted by means of borane complexes into solid and stable chiral monoalkylboranes. (+)- and (−)-[2-(1,3-dithianyl)]myrtanylborane (MDBH 2 ). These new chiral reagents, when tested on representative classes of olefins, present a reactivity profile similar to IpcBH 2 : they achieve the asymmetric hydroboration of trisubstituted double bonds with high asymmetric induction