TiCl4-mediated reduction of 1,3-diketones with BH3-pyridine complex:: A highly diastereoselective method for the synthesis of syn-1,3-diols

被引：28

作者：

Bartoli, G ^{[1
]}

Bosco, M ^{[1
]}

Bellucci, MC ^{[1
]}

Dalpozzo, R ^{[1
]}

Marcantoni, E ^{[1
]}

Sambri, L ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 01期

关键词：

D O I：

10.1021/ol991185l

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] 1,3-Diketones can be reduced in high yields and with excellent diastereoselectivity to the corresponding syn-1,3-diols by carrying out the reaction with BH3-pyridine complex in CH2Cl2 at -78 degrees C in the presence of an equivalent of TiCl4 and 0.1 equiv of pyridine. This protocol shows a general character: excellent results are obtained when the groups bound to the carbonylic functions are linear or branched carbon chains and aromatic or benzylic frameworks as well.

引用

页码：45 / 47

页数：3

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