REGIOSELECTIVE ADDITION OF 1-TRIMETHYLSILYLOXY-1-METHOXY-1,3-DIENES TO ALDONITRONES CATALYZED BY TRIMETHYLSILYL TRIFLATE

被引：30

作者：

CAMILETTI, C

DHAVALE, DD

DONATI, F

TROMBINI, C

机构：

[1] UNIV BOLOGNA, DIPARTIMENTO CHIM G CIAMICIAN, I-40126 BOLOGNA, ITALY

[2] UNIV POONA, DEPT CHEM, POONA 411007, MAHARASHTRA, INDIA

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 40期

关键词：

D O I：

10.1016/0040-4039(95)01468-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-Trimethylsilyloxy-1-methoxy-1,3-dienes (3a-d) regioselectively add to aldonitrones at -20 degrees C in dichloromethane in the presence of 10-20 % of trimethylsilyl triflate to give gamma-adducts in high yields; on the other hand, 1-trimethylsilyloxy-1-methoxy-1,3-hexadiene (3e) displayes a reversed regiochemical preference affording the alpha-adduct as the major product.

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页码：7293 / 7296

页数：4

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